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901606

Sigma-Aldrich

tert-Butyl carbazate solution

1.0 M in dichloromethane

Synonyme(s) :

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

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About This Item

Formule linéaire :
C5H12N2O2
Numéro CAS:
870-46-2
Numéro MDL:
MFCD00007593
Code UNSPSC :
12352108

Forme

liquid

Concentration

1.0 M in dichloromethane

Indice de réfraction

n/D 1.427

Densité

1.290 g/mL

InChI

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

Clé InChI

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.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

B91005

tert-Butyl carbazate, 98%

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H336,H351

Classification des risques

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

Organes cibles

Central nervous system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

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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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