tert-butyl 2-(aminoacetyl)hydrazinecarboxylate (non-preferred name)

Base Information

• Chemical Name: tert-butyl 2-(aminoacetyl)hydrazinecarboxylate (non-preferred name)
• CAS No.: 23776-83-2
• Molecular Formula: C7H15 N3 O3
• Molecular Weight: 189.214
• Mol file: 23776-83-2.mol

Synonyms:Glycine,2-carboxyhydrazide tert-butyl ester (8CI); Glycine, 2-carboxyhydrazide,tert-butyl ester (7CI); Hydrazinecarboxylic acid, 2-(aminoacetyl)-,1,1-dimethylethyl ester (9CI); NSC 527215

Chemical Property of tert-butyl 2-(aminoacetyl)hydrazinecarboxylate (non-preferred name)

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.139g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2-(aminoacetyl)hydrazinecarboxylate (non-preferred name)

There total 2 articles about tert-butyl 2-(aminoacetyl)hydrazinecarboxylate (non-preferred name) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

tert-butyl 2-(((benzyloxy)carbonyl)glycyl)hydrazine-1-carboxylate (23776-82-1) → N'-(2-aminoacetyl)hydrazinecarboxylic acid tert-butyl ester (23776-83-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 3h; under 2585.81 Torr;

Reference yield:

t-butoxycarbonylhydrazine (870-46-2) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → N'-(2-aminoacetyl)hydrazinecarboxylic acid tert-butyl ester (23776-83-2)

Guidance literature:

Multistep reaction; (i) DCC, EtOAc, (ii) H₂, Pd-BaSO₄, MeOH;

DOI:10.1021/ja00708a046

Reference yield: 99.0%

N'-(2-aminoacetyl)hydrazinecarboxylic acid tert-butyl ester (23776-83-2) + Nα,Nim-ditritylhistidine (74853-62-6) → N'-{2-[2-(triphenylmethylamino)-3-(1-triphenylmethyl-1H-imidazol-4-yl)propionylamino]acetyl}hydrazinecarboxylic acid tert-butyl ester

Guidance literature:

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In chloroform; N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/jm050507q

upstream raw materials:

tert-butyl 2-(((benzyloxy)carbonyl)glycyl)hydrazine-1-carboxylate

t-butoxycarbonylhydrazine

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

Z-Tyr(Z)-Gly-N₂H₂Boc

(S)-3-Benzyloxycarbonylamino-N-[2-(N'-tert-butoxycarbonyl-hydrazino)-2-oxo-ethyl]-succinamic acid tert-butyl ester

Z-Arg(Tos)-Gly-NHNHBoc

N'-{[2-(benzyloxycarbonyl-methyl-amino)-acetylamino]-acetyl}-hydrazinecarboxylic acid tert-butyl ester