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5331-43-1 - Benzyl carbazate, 98+% - Benzyl hydrazinocarboxylate - Benzyloxycarbonylhydrazine - A13005 - Alfa Aesar

A13005 Benzyl carbazate, 98+%

Número CAS
5331-43-1
Nombre Alternativo
Benzyl hydrazinocarboxylate
Benzyloxycarbonylhydrazine

Tamaño Precio ($) Cantidad Disponibilidad
5g 36,60
25g 148,00
100g 439,00
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Benzyl carbazate, 98+%

MDL
MFCD00041890
EINECS
226-230-3

Propiedades químicas

Fórmula
C8H10N2O2
Peso molecular
166.18
Punto de fusión
66-70°
Solubilidad
Soluble in water (slightly), methanol and DMSO.

Aplicaciones

Benzyl carbazate is used as a reagent for preparation of benzyloxycarbonyl (Z, Cbz) hydrazides of carboxylic acids, particularly N-protected amino acids. Subsequent hydrogenolysis gives the hydrazide which can be converted to the azide for coupling with a further amino acid residue by the azide method. It is also used in the preparation of simple acyl or sulfonyl hydrazides avoiding diacylation.

Notas

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Handle under inert gas. Protect from moisture. Incompatible with strong oxidizing agents.

Referencias documentales

ABRAHAM N. KURTZ.; CARL NIEMANN. Synthesis and Properties of Ethyl 1-Acetyl-2-benzyl Carbazate, an Analog of Acetyl-D- and L-Phenylalanine Ethyl Ester1. J. Org. Chem. 1961, 26 (6), 1843-1846.

Louis A. Carpino. Oxidative Reactions of Hydrazines. II. Isophthalimides. New Protective Groups on Nitrogen1,2. J. Am. Chem. Soc. 1957, 79 (1), 98-101.

Reagent for preparation of benzyloxycarbonyl (Z, Cbz) hydrazides of carboxylic acids, particularly N-protected amino acids. Subsequent hydrogenolysis gives the hydrazide which can be converted to the azide for coupling with a further amino acid residue by the azide method: J. Am. Chem. Soc., 74, 470 (1952); 87, 620 (1965); see Appendix 6:

Has also been used in a similar manner for the preparation of simple acyl or sulfonyl hydrazides avoiding diacylation; the residual benzyl group is removable by hydrogenolysis: Synthesis, 244 (1980).

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H315-H318-H335

Causes skin irritation. Causes serious eye damage. May cause respiratory irritation.

Indicaciones de precaución: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
1952982
Código de tarifa arancelaria unificado
2928.00
TSCA
Yes
RTECS
MV1724950

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