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

Base Information

• Chemical Name: S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide
• CAS No.: 474316-90-0
• Molecular Formula: C₃₂H₅₄N₄O₅S
• Molecular Weight: 606.871
• Mol file: 474316-90-0.mol

Synonyms:

Chemical Property of S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide

There total 3 articles about S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine 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:

N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide (474316-89-7) + n-hexadecanoyl chloride (112-67-4) → S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide (474316-90-0)

Guidance literature:

N,N'-(bis-tert-butyloxycarbonylglycyl)-L-cystine bis-phenylhydrazide; With triethylamine; diothiothreitol; In dichloromethane; at 20 ℃; for 1h;

n-hexadecanoyl chloride; With triethylamine; In dichloromethane; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/jo0259966

Reference yield:

di-t-butoxycarbonyl-L-cystine (10389-65-8) → S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide (474316-90-0)

Guidance literature:

Multi-step reaction with 3 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

3.1: dithiothreitol; Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.2: Et₃N / CH₂Cl₂ / 1 h / 20 °C

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

DOI:10.1021/jo0259966

Reference yield:

N,N'-bis-tert-butyloxycarbonyl-L-cystine bis-phenylhydrazide (474316-86-4) → S-palmitoyl-N-tert-butyloxycarbonylglycyl-L-cysteine phenylhydrazide (474316-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂ / 1 h / 0 °C

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

2.1: dithiothreitol; Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.2: Et₃N / CH₂Cl₂ / 1 h / 20 °C

With triethylamine; trifluoroacetic acid; diothiothreitol; In dichloromethane;

DOI:10.1021/jo0259966

upstream raw materials:

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

n-hexadecanoyl chloride

di-t-butoxycarbonyl-L-cystine

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