N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide

Base Information

• Chemical Name: N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide
• CAS No.: 474316-89-7
• Molecular Formula: C₃₂H₄₆N₈O₈S₂
• Molecular Weight: 734.898
• Mol file: 474316-89-7.mol

Synonyms:

Chemical Property of N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide

There total 3 articles about N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide 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:

BOC-glycine (4530-20-5) + N,N'-bis-tert-butyloxycarbonyl-L-cystine bis-phenylhydrazide (474316-86-4) → N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide (474316-89-7)

Guidance literature:

N,N'-bis-tert-butyloxycarbonyl-L-cystine bis-phenylhydrazide; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

BOC-glycine; With N'-(3-dimethylaminopropyl)HOBt-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jo0259966

Reference yield:

di-t-butoxycarbonyl-L-cystine (10389-65-8) → N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide (474316-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N'-(3-dimethylaminopropyl)-N-ethylcarbodiimide; HOBt; DIPEA / CH₂Cl₂ / 20 h / 0 - 20 °C

2.1: TFA / CH₂Cl₂ / 1 h / 0 °C

2.2: N'-(3-dimethylaminopropyl)HOBt-N-ethylcarbodiimide; DIPEA / CH₂Cl₂ / 0 - 20 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo0259966

Reference yield:

tert-butyl 2-oxo-2-(2-phenylhydrazinyl)ethylcarbamate (17790-86-2) → N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide (474316-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / tyrosinase; phosphate buffer / H₂O; acetonitrile / 72 h / 20 °C / pH 7.0

2.1: TFA / CH₂Cl₂ / 1 h / 0 °C

2.2: N'-(3-dimethylaminopropyl)HOBt-N-ethylcarbodiimide; DIPEA / CH₂Cl₂ / 0 - 20 °C

With phosphate buffer; trifluoroacetic acid; tyrosinase; In dichloromethane; water; acetonitrile;

DOI:10.1021/jo0259966

upstream raw materials:

BOC-glycine

N,N'-bis-tert-butyloxycarbonyl-L-cystine bis-phenylhydrazide

di-t-butoxycarbonyl-L-cystine

tert-butyl 2-oxo-2-(2-phenylhydrazinyl)ethylcarbamate

Downstream raw materials:

S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide