L-Prolinol - 97%, high purity , CAS No.23356-96-9

  • ≥97%
Item Number
P106015
Grouped product items
SKUSizeAvailabilityPrice Qty
P106015-5g
5g
In stock
$63.90
P106015-10g
10g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$114.90
P106015-25g
25g
In stock
$191.90
P106015-100g
100g
In stock
$690.90

Basic Description

SynonymsL-2-(HYDROXYMETHYL)PYRROLIDINE | Prolinol, (S)- | (+)-2-PYRROLIDINEMETHANOL | (2S)-2-hydroxymethylpyrrolidine | (2S)-2-hydroxymethyl-pyrrolidine | (S)-1-PYRROLIDIN-2-YLMETHANOL | (S)-1-pyrrolidin-2-yl-methanol | 2-(S)-pyrrolidinemethanol | 2-Pyrrolidineme
Specifications & Purity≥97%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice

Associated Targets(Human)

SLC36A1 Tchem Proton-coupled amino acid transporter 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name [(2S)-pyrrolidin-2-yl]methanol
INCHI InChI=1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
InChi Key HVVNJUAVDAZWCB-YFKPBYRVSA-N
Canonical SMILES C1CC(NC1)CO
Isomeric SMILES C1C[C@H](NC1)CO
WGK Germany 3
PubChem CID 640091
Molecular Weight 101.15
Beilstein 79843
Reaxy-Rn 79843

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot NumberCertificate TypeDateItem
D2428392Certificate of AnalysisMar 26, 2024 P106015
D2428404Certificate of AnalysisMar 26, 2024 P106015
D2428440Certificate of AnalysisMar 26, 2024 P106015
G2430524Certificate of AnalysisMar 26, 2024 P106015
D2016023Certificate of AnalysisFeb 23, 2024 P106015
D1812203Certificate of AnalysisFeb 16, 2022 P106015
D1812204Certificate of AnalysisFeb 16, 2022 P106015
E2312273Certificate of AnalysisMay 26, 2021 P106015

Chemical and Physical Properties

SolubilityFully miscible in water. Soluble in chloroform.
SensitivityAir & Moisture Sensitive
Refractive Index1.4853
Specific Rotation[α]30.5 ° (C=1, Toluene)
Flash Point(°F)186.8 °F
Flash Point(°C)86 °C
Boil Point(°C)74-76 °C/2 mmHg
Melt Point(°C)42-44℃

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
Reaxy-Rn 79843

Related Documents

References

1. J M Carboni,N Yan,A D Cox,X Bustelo,S M Graham,M J Lynch,R Weinmann,B R Seizinger,C J Der,M Barbacid.  (1995-05-18)  Farnesyltransferase inhibitors are inhibitors of Ras but not R-Ras2/TC21, transformation..  Oncogene,  10  ((10)): (1905-1913).  [PMID:7761092]
2. Johnathan E Holladay,Todd A Werpy,Danielle S Muzatko.  (2004-04-01)  Catalytic hydrogenation of glutamic acid..  Applied biochemistry and biotechnology,  113-116  (857-869).  [PMID:15054238]
3. Takashi Mino,Akio Saito,Youichi Tanaka,Shintaro Hasegawa,Yutaka Sato,Masami Sakamoto,Tsutomu Fujita.  (2005-02-26)  Amination of N-aryl prolinol via ring expansion and contraction: application to the chiral ligand for the catalytic asymmetric reaction..  The Journal of organic chemistry,  70  ((5)): (1937-1940).  [PMID:15730328]
4. Hao Li,Jian Wang,Hexin Xie,Liansuo Zu,Wei Jiang,Eileen N Duesler,Wei Wang.  (2007-02-15)  Chiral Diphenylprolinol TES ether promoted conjugate addition-aldol-dehydration reactions between alpha,beta-unsaturated aldehydes and 2-N-protected amino benzaldehydes..  Organic letters,  ((6)): (965-968).  [PMID:17298072]
5. Qianli Chu,Marvin S Yu,Dennis P Curran.  (2008-02-14)  CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent..  Organic letters,  10  ((5)): (749-752).  [PMID:18269287]
6. Patrick Bolze,Gustav Dickmeiss,Karl Anker Jørgensen.  (2008-07-29)  Organocatalytic asymmetric synthesis of 5-(trialkylsilyl)cyclohex-2-enones and the transformation into useful building blocks..  Organic letters,  10  ((17)): (3753-3756).  [PMID:18656942]
7. Weixu Zhai,Neil Flynn,Daniel A Longhi,Joseph A Tino,Brian J Murphy,Dorothy Slusarchyk,David A Gordon,Anna Pendri,Shuhao Shi,Robert Stoffel,Baoqing Ma,Michael J Sofia,Samuel W Gerritz.  (2008-08-30)  Discovery and optimization of (R)-prolinol-derived agonists of the Growth Hormone Secretagogue receptor (GHSR)..  Bioorganic & medicinal chemistry letters,  18  ((18)): (5083-5086).  [PMID:18722770]
8. Satnam Lidder,Paul Dargan,Michael Sexton,Jenny Button,John Ramsey,David Holt,David Wood.  (2008-09-30)  Cardiovascular toxicity associated with recreational use of diphenylprolinol (diphenyl-2-pyrrolidinemethanol [D2PM])..  Journal of medical toxicology : official journal of the American College of Medical Toxicology,  ((3)): (167-169).  [PMID:18821489]
9. Ina Mager,Kirsten Zeitler.  (2010-03-06)  Efficient, enantioselective iminium catalysis with an immobilized, recyclable diarylprolinol silyl ether catalyst..  Organic letters,  12  ((7)): (1480-1483).  [PMID:20201561]
10. Naoto Kojima,Shogo Nishijima,Kaoru Tsuge,Tetsuaki Tanaka.  (2011-05-10)  Asymmetric alkynylation of aldehydes with propiolates without high reagent loading and any additives..  Organic & biomolecular chemistry,  ((12)): (4425-4428).  [PMID:21552582]
11. Iris Thondorf,Valerie Voigt,Sarah Schäfer,Sabine Gebauer,Katja Zebisch,Linda Laug,Matthias Brandsch.  (2011-10-01)  Three-dimensional quantitative structure-activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1)..  Bioorganic & medicinal chemistry,  19  ((21)): (6409-6418).  [PMID:21955456]
12. Magnus Rueping,Estíbaliz Merino,Michael Bolte.  (2012-05-16)  Efficient proline and prolinol ether mediated 3-component synthesis of 3- and 3,4-substituted chromenone derivatives..  Organic & biomolecular chemistry,  10  ((30)): (6201-6210).  [PMID:22585353]
13. Katsuhiko Moriyama,Yuta Izumisawa,Hideo Togo.  (2012-10-12)  Brønsted acid-assisted intramolecular aminohydroxylation of N-alkenylsulfonamides under heavy metal-free conditions..  The Journal of organic chemistry,  77  ((21)): (9846-9851).  [PMID:23050809]
14. Yanlong Chen,Zicheng Lu,Gongke Li,Yuling Hu.  (2020-08-17)  β-Cyclodextrin porous polymers with three-dimensional chiral channels for separation of polar racemates..  Journal of chromatography. A,  1626  (461341-461341).  [PMID:32797822]
15. Ronald A Glabonjat,Maksym Kitsera,Katrin Unterhauser,Christian Lembacher-Fadum,Christoph Högenauer,Georg Raber,Rolf Breinbauer,Ellen L Zechner.  (2020-11-11)  Simultaneous quantification of enterotoxins tilimycin and tilivalline in biological matrices using HPLC high resolution ESMS2 based on isotopically 15N-labeled internal standards..  Talanta,  222  (121677-121677).  [PMID:33167283]
16. Janine Cossy.  (2005-04-13)  Selective methodologies for the synthesis of biologically active piperidinic compounds..  Chemical record (New York, N.Y.),  ((2)): (70-80).  [PMID:15825169]
17. Alessandra Lattanzi.  (2005-06-17)  Enantioselective epoxidation of alpha,beta-enones promoted by alpha,alpha-diphenyl-L-prolinol as bifunctional organocatalyst..  Organic letters,  ((13)): (2579-2582).  [PMID:15957895]
18. Zoltán Dalicsek,Ferenc Pollreisz,Agnes Gömöry,Tibor Soós.  (2005-07-16)  Recoverable fluorous CBS methodology for asymmetric reduction of ketones..  Organic letters,  ((15)): (3243-3246).  [PMID:16018631]
19. Yawen Li,Xinyuan Liu,Yingquan Yang,Gang Zhao.  (2006-12-30)  4-Substituted-alpha,alpha-diaryl-prolinols improve the enantioselective catalytic epoxidation of alpha,beta-enones..  The Journal of organic chemistry,  72  ((1)): (288-291).  [PMID:17194114]
20. Francisco Sánchez-Izquierdo,Pilar Blanco,Félix Busqué,Ramón Alibés,Pedro de March,Marta Figueredo,Josep Font,Teodor Parella.  (2007-04-03)  Total synthesis of the putative structure of stemonidine: the definitive proof of misassignment..  Organic letters,  ((9)): (1769-1772).  [PMID:17397178]
21. Václav Vanĕk,Milos Budĕsínský,Radek Liboska,Vladimíra Hurychová,Ivan Rosenberg.  (2008-09-09)  Prolinol-based nucleoside phosphonic acids: synthesis and properties..  Nucleic acids symposium series (2004),  (52)  ((52)): (537-538).  [PMID:18776491]
22. Pei Juan Chua,Bin Tan,Xiaofei Zeng,Guofu Zhong.  (2009-04-11)  L-prolinol as a highly enantioselective catalyst for Michael addition of cyclohexanone to nitroolefins..  Bioorganic & medicinal chemistry letters,  19  ((14)): (3915-3918).  [PMID:19359171]
23. Yuko Kawanami,Tamara C S Pace,Jun-ichi Mizoguchi,Toshiharu Yanagi,Masaki Nishijima,Tadashi Mori,Takehiko Wada,Cornelia Bohne,Yoshihisa Inoue.  (2009-09-19)  Supramolecular complexation and enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid with 4-aminoprolinol derivatives as chiral hydrogen-bonding templates..  The Journal of organic chemistry,  74  ((20)): (7908-7921).  [PMID:19761230]
24. Tatsuya Urushima,Yusuke Yasui,Hayato Ishikawa,Yujiro Hayashi.  (2010-06-10)  Polymeric ethyl glyoxylate in an asymmetric aldol reaction catalyzed by diarylprolinol..  Organic letters,  12  ((13)): (2966-2969).  [PMID:20527926]
25. Anne Cochi,Domingo Gomez Pardo,Janine Cossy.  (2011-07-29)  Access to optically active 3-azido- and 3-aminopiperidine derivatives by enantioselective ring expansion of prolinols..  Organic letters,  13  ((16)): (4442-4445).  [PMID:21793544]
26. Patrick G McGarraugh,Stacey E Brenner-Moyer.  (2011-11-17)  An organocascade kinetic resolution..  Organic letters,  13  ((24)): (6460-6463).  [PMID:22084939]
27. Chuan Wang,Xuena Yang,Charles C J Loh,Gerhard Raabe,Dieter Enders.  (2012-07-28)  Organocatalytic, asymmetric synthesis of 3-sulfenylated N-Boc-protected oxindoles..  Chemistry (Weinheim an der Bergstrasse, Germany),  18  ((37)): (11531-11535).  [PMID:22836361]
28. Anna Maria Deobald,Arlene G Corrêa,Daniel G Rivera,Márcio Weber Paixão.  (2012-08-25)  Organocatalytic asymmetric epoxidation and tandem epoxidation/Passerini reaction under eco-friendly reaction conditions..  Organic & biomolecular chemistry,  10  ((38)): (7681-7684).  [PMID:22918441]

Solution Calculators