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901606

Sigma-Aldrich

tert-Butyl carbazate solution

1.0 M in dichloromethane

Synonym(s):

tert-Butoxycarbonyl hydrazide, tert-Butyl hydrazinecarboxylate, Boc-hydrazide

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About This Item

Linear Formula:
C5H12N2O2
CAS Number:
870-46-2
MDL number:
MFCD00007593
UNSPSC Code:
12352108

form

liquid

concentration

1.0 M in dichloromethane

refractive index

n/D 1.427

density

1.290 g/mL

functional group

amine
hydrazine

InChI

1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)

InChI key

DKACXUFSLUYRFU-UHFFFAOYSA-N

Application

Employed in a palladium-catalyzed cross-coupling with vinyl halides leading to N-Boc-N-alkenylhydrazines.
Reagent used in solid phase peptide synthesis and in α-amino aldehyde optical purity determinations. Condenses with aldehydes to form hydrazones which are intermediates in the synthesis of HIV-1 protease inhibitors.

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Product No.
Description
Pricing

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H336,H351

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH1719

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José Barluenga et al.
Organic letters, 9(2), 275-278 (2007-01-16)
N-Boc-N-alkenylhydrazines, an almost unknown type of compounds, have been prepared with high to moderate yields via palladium-catalyzed cross-coupling between alkenyl halides and tert-butyl carbazate. The present methodology represents the first general way to access this highly functionalized and unusual type
Zhao Wei et al.
Cell stem cell, 27(5), 798-812 (2020-09-16)
Matrix dynamics influence how individual cells develop into complex multicellular tissues. Here, we develop hydrogels with identical polymer components but different crosslinking capacities to enable the investigation of mechanisms underlying vascular morphogenesis. We show that dynamic (D) hydrogels increase the
Tomáš Etrych et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 58, 1-12 (2014-03-19)
In this study, we describe the synthesis, physico-chemical characterisation and results of the in vitro and in vivo evaluation of the biological behaviour of N-(2-hydroxypropyl)methacrylamide-based (HPMA) copolymer conjugates bearing doxorubicin (DOX) partly bound via a pH-sensitive hydrazone and partly via
Jeong-A Yang et al.
Acta biomaterialia, 12, 174-182 (2014-10-12)
Liver fibrosis is a chronic liver disease caused by viral infection and/or metabolic, genetic and cholestatic disorders. The inhibition of hepatic stellate cell (HSC) activation and the selective apoptosis of activated HSCs can be a good strategy to treat liver
Joshua O Sestak et al.
The AAPS journal, 16(6), 1185-1193 (2014-09-07)
Presentation of antigen with immune stimulating "signal" has been a cornerstone of vaccine design for decades. Here, the antigen plus immune "signal" of vaccines is modified to produce antigen-specific immunotherapies (antigen-SITs) that can potentially reprogram the immune response toward tolerance

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