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B91005

tert-Butyl carbazate

Name: <I>tert</I>-Butyl carbazate
Brand: ALDRICH

98%, for peptide synthesis

Synonym(s):

tert-Butoxycarbonyl hydrazide, Boc-hydrazide

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About This Item

Linear Formula:

(CH₃)₃COCONHNH₂

CAS Number:

870-46-2

Molecular Weight:

132.16

NACRES:

NA.22

PubChem Substance ID:

24892122

UNSPSC Code:

12352108

EC Number:

212-795-3

MDL number:

MFCD00007593

Beilstein/REAXYS Number:

1756967

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Properties

Product Name

tert-Butyl carbazate, 98%

Quality Level

200

assay

98%

form

crystals

bp

63-65 °C/0.1 mmHg (lit.)

mp

39-42 °C (lit.)

application(s)

peptide synthesis

SMILES string

O=C(NN)OC(C)(C)C

InChI

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

InChI key

DKACXUFSLUYRFU-UHFFFAOYSA-N

Description

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.

pictograms

GHS02

signalword

Danger

hcodes

H228

pcodes

P210

Hazard Classifications

Flam. Sol. 1

Storage Class

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

195.8 °F

flash_point_c

91 °C

ppe

Eyeshields, Gloves, type N95 (US)

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Tetrahedron Letters, 34, 6599-6599 (1993)

Journal of the Chemical Society. Chemical Communications, 1052-1052 (1993)

Palladium-catalyzed cross-coupling between vinyl halides and tert-butyl carbazate: first general synthesis of the unusual N-Boc-N-alkenylhydrazines.

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

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Global Trade Item Number

SKU	GTIN
B91005-25G	04061833443606
B91005-100G	04061838352798
B91005-500G	04061833552667
B91005-5G	04061833443613