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

A13005 Benzyl carbazate, 98+%

Codice CAS
5331-43-1
Sinonimi
Benzyl hydrazinocarboxylate
Benzyloxycarbonylhydrazine

Dimensioni Prezzo ($) Quantità Disponibilità
5g 36,60
25g 148,00
100g 439,00
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Benzyl carbazate, 98+%

MDL
MFCD00041890
EINECS
226-230-3

Proprietà chimiche

Formula
C8H10N2O2
Peso formula
166.18
Punto di fusione
66-70°
Solubilità
Soluble in water (slightly), methanol and DMSO.

Applicazioni

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.

Note

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.

Letteratura

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).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H318-H335

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

Dichiarazioni precauzionali: 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.

Altri riferimenti

Beilstein
1952982
Codice tariffe armonizzato
2928.00
TSCA
Yes
RTECS
MV1724950

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