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

A13005 Benzyl carbazate, 98+%

Numéro CAS
5331-43-1
Synonymes
Benzyl hydrazinocarboxylate
Benzyloxycarbonylhydrazine

Dimensions Prix ($) Quantité Disponibilité
5g 33,30
25g 134,10
100g 456,29
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Benzyl carbazate, 98+%

MDL
MFCD00041890
EINECS
226-230-3

Propriétés chimiques

Formule
C8H10N2O2
Poids formulaire
166.18
Point de fusion
66-70°
Solubilité
Soluble in water (slightly), methanol and DMSO.

Applications

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.

Notes

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.

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H318-H315-H335

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

Mentions de prudence: P261-P280-P305+P351+P338-P304+P340-P310-P362-P312-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/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. Immediately call a POISON CENTER or doctor/physician. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1952982
Code tarifaire harmonisé
2928.00
TSCA
Yes
RTECS
MV1724950

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