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N-(Benzyloxycarbonyloxy)succinimide - 98%, high purity , CAS No.13139-17-8

  • ≥98%
Item Number
B109918
Grouped product items
SKUSizeAvailabilityPrice Qty
B109918-5g
5g
In stock
$10.90
B109918-25g
25g
In stock
$36.90
B109918-100g
100g
In stock
$103.90
B109918-250g
250g
In stock
$207.90
B109918-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$369.90
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Amino protection Five-Membered Heterocyclic Compounds

Basic Description

SynonymsN-(Benzyloxycarbonyloxy)succinimide|13139-17-8|benzyl (2,5-dioxopyrrolidin-1-yl) carbonate|cbz-osu|Z-OSu|Benzyl succinimido carbonate|cbz-onsu|MFCD00005513|Benzyl N-succinimidyl carbonate|benzyl 2,5-dioxopyrrolidin-1-yl carbonate|2,5-Pyrrolidinedione, 1-[
Specifications & Purity98%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
Product Description

Product Application：

N-(Benzyloxycarbonyloxy)succinimide (Cbz-OSu) is a common reagent for the carboxybenzyl protection of amines. This reaction is one of the key synthetic steps in the synthesis of:

Enantiomers of cyclic methionine analogs viz, (R)-and (S)-3-aminotetrahydrothiophene- 3-carboxylic acid.

1′-H-Spiro-(indoline-3,4′-piperidine) and its derivatives.

Total synthesis of (-)-diazonamide A. and (-)-sanglifehrin A.

Cbz-OSu is widely employed to protect amino acid residues in peptide synthesis. It can also be used in N-trans diprotection of cyclenregioselectively.

Reagent for the selective introduction of the Z-amino protection in amino acids; and in aminoglycoside antibiotics.


Names and Identifiers

Pubchem Sid488186160
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488186160
IUPAC Name benzyl (2,5-dioxopyrrolidin-1-yl) carbonate
INCHI InChI=1S/C12H11NO5/c14-10-6-7-11(15)13(10)18-12(16)17-8-9-4-2-1-3-5-9/h1-5H,6-8H2
InChi Key MJSHDCCLFGOEIK-UHFFFAOYSA-N
Canonical SMILES C1CC(=O)N(C1=O)OC(=O)OCC2=CC=CC=C2
Isomeric SMILES C1CC(=O)N(C1=O)OC(=O)OCC2=CC=CC=C2
WGK Germany 3
PubChem CID 83172
Molecular Weight 249.22
Beilstein 1387927
Reaxy-Rn 1387927

Certificates

Certificate of Analysis(COA)

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31 results found

Lot NumberCertificate TypeDateItem
G2424467Certificate of AnalysisJul 06, 2024 B109918
G2419471Certificate of AnalysisJul 06, 2024 B109918
G2419470Certificate of AnalysisJul 06, 2024 B109918
G2404157Certificate of AnalysisJun 27, 2024 B109918
G2404156Certificate of AnalysisJun 27, 2024 B109918
E2409229Certificate of AnalysisApr 29, 2024 B109918
A2411175Certificate of AnalysisJan 04, 2024 B109918
A2411174Certificate of AnalysisJan 04, 2024 B109918
A2411176Certificate of AnalysisJan 04, 2024 B109918
A2411177Certificate of AnalysisJan 04, 2024 B109918
A2411178Certificate of AnalysisJan 04, 2024 B109918
A2411181Certificate of AnalysisJan 04, 2024 B109918
A2411179Certificate of AnalysisJan 04, 2024 B109918
L2308262Certificate of AnalysisNov 30, 2023 B109918
L2308261Certificate of AnalysisNov 30, 2023 B109918
L2308260Certificate of AnalysisNov 30, 2023 B109918
H2328006Certificate of AnalysisAug 25, 2023 B109918
H2328007Certificate of AnalysisAug 25, 2023 B109918
K2330211Certificate of AnalysisAug 16, 2023 B109918
K2330212Certificate of AnalysisAug 16, 2023 B109918
B2317351Certificate of AnalysisFeb 02, 2023 B109918
B2317334Certificate of AnalysisFeb 02, 2023 B109918
B2317332Certificate of AnalysisFeb 02, 2023 B109918
B2317310Certificate of AnalysisFeb 02, 2023 B109918
B2317266Certificate of AnalysisFeb 02, 2023 B109918
B2317178Certificate of AnalysisFeb 02, 2023 B109918
B2317177Certificate of AnalysisFeb 02, 2023 B109918
J2229535Certificate of AnalysisJul 05, 2022 B109918
J2229536Certificate of AnalysisJul 05, 2022 B109918
J2229537Certificate of AnalysisJul 05, 2022 B109918
J2229538Certificate of AnalysisJul 05, 2022 B109918

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Chemical and Physical Properties

SolubilitySoluble in chloroform, methanol, acetone (0.1 g/mL).
SensitivityLight & Moisture Sensitive
Melt Point(°C)80-82°C

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

H317:May cause an allergic skin reaction

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.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

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 1387927

Related Documents

 SDS

 Specification Sheet

References

1. Boscutti G, Nardon C, Marchiò L, Crisma M, Biondi B, Dalzoppo D, Dalla Via L, Formaggio F, Casini A, Fregona D.  (2018)  Anticancer Gold(III) Peptidomimetics: From Synthesis to in vitro and ex vivo Biological Evaluations..  ChemMedChem,  13  (11): (1131-1145).  [PMID:29570944]
2. Andreas Pech,John Achenbach,Michael Jahnz,Simone Schülzchen,Florian Jarosch,Frank Bordusa,Sven Klussmann.  (2017-02-06)  A thermostable d-polymerase for mirror-image PCR..  Nucleic acids research,  45  ((7)): (3997-4005).  [PMID:28158820]

Solution Calculators

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