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B91005

Sigma-Aldrich

tert-Butyl carbazate

98%

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Synonym(s):
tert-Butoxycarbonyl hydrazide, Boc-hydrazide
Linear Formula:
(CH3)3COCONHNH2
CAS Number:
Molecular Weight:
132.16
Beilstein:
1756967
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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1 of 4

This Item
15420499781C88602
tert-Butyl carbazate 98%

Sigma-Aldrich

B91005

tert-Butyl carbazate

Boc-Gly-OH ≥99.0% (T)

Sigma-Aldrich

15420

Boc-Gly-OH

Benzyl carbazate 97%

Sigma-Aldrich

499781

Benzyl carbazate

Cyanoacetohydrazide 98%

Sigma-Aldrich

C88602

Cyanoacetohydrazide

form

crystals

form

powder or crystals

form

-

form

powder

mp

39-42 °C (lit.)

mp

86-89 °C (lit.)

mp

65-68 °C (lit.)

mp

108-110 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

bp

63-65 °C/0.1 mmHg (lit.)

bp

-

bp

-

bp

-

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

-

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

Flame

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Sol. 1

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

195.8 °F

Flash Point(C)

91 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Tetrahedron Letters, 34, 6599-6599 (1993)
Journal of the Chemical Society. Chemical Communications, 1052-1052 (1993)
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
Tetrahedron Letters, 34, 5425-5425 (1993)
Martina Bruna Violatto et al.
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Steroids are the standard therapy for autoimmune hepatitis (AIH) but the long-lasting administration is hampered by severe side effects. Methods to improve the tropism of the drug toward the liver are therefore required. Among them, conjugation to nanoparticles represents one

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