Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide

Base Information

• Chemical Name: Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide
• CAS No.: 88463-37-0
• Molecular Formula: C₆₄H₈₄N₁₂O₁₄S₂
• Molecular Weight: 1309.57
• Mol file: 88463-37-0.mol

Synonyms:

Chemical Property of Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide

There total 5 articles about Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide 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:

Benzyloxycarbonylleucyl-glycine ethyl ester (2867-06-3) → Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide (88463-37-0)

Guidance literature:

Multi-step reaction with 5 steps

1: HBr / acetic acid

2: 350 mg / dicyclohexylcarbodiimide / CHCl₃ / 1) -10 deg C, 1 h, 2) 0 deg C, overnight

3: 61 percent / ammonia / methanol / 96 h / Ambient temperature

4: hydrobromic acid / acetic acid; H₂O / 0.5 h / Ambient temperature

5: 68 mg / 1) 1-hydroxybenzotriazole, 2) dicyclohexylcarbodiimide, N-ethylpiperidine / dimethylformamide / 1) Room temp. 2) -20 deg C, 1 h, 3) room temp. overnight

With 1-ethyl-piperidine; ammonia; hydrogen bromide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1135/cccc19840642

Reference yield:

Benzyloxycarbonyl-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide (88463-33-6) → Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide (88463-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrobromic acid / acetic acid; H₂O / 0.5 h / Ambient temperature

2: 68 mg / 1) 1-hydroxybenzotriazole, 2) dicyclohexylcarbodiimide, N-ethylpiperidine / dimethylformamide / 1) Room temp. 2) -20 deg C, 1 h, 3) room temp. overnight

With 1-ethyl-piperidine; hydrogen bromide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1135/cccc19840642

Reference yield:

Benzyloxycarbonyl-1-aminocyclopropane-1-carboxy-leucyl-glycine Ethyl Ester (91682-45-0) → Benzyloxycarbonyl-S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcystein-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide (88463-37-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / ammonia / methanol / 96 h / Ambient temperature

2: hydrobromic acid / acetic acid; H₂O / 0.5 h / Ambient temperature

3: 68 mg / 1) 1-hydroxybenzotriazole, 2) dicyclohexylcarbodiimide, N-ethylpiperidine / dimethylformamide / 1) Room temp. 2) -20 deg C, 1 h, 3) room temp. overnight

With 1-ethyl-piperidine; ammonia; hydrogen bromide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1135/cccc19840642

upstream raw materials:

Benzyloxycarbonylleucyl-glycine ethyl ester

Benzyloxycarbonyl-1-aminocyclopropane-1-carboxy-leucyl-glycine Amide

Benzyloxycarbonyl-1-aminocyclopropane-1-carboxy-leucyl-glycine Ethyl Ester

Benzyloxycarbonyl-S-benzylcysteinyl-tert-butyltyrosyl-isoleucyl-glutaminyl-aparaginyl-S-benzylcysteinyl Tert-butyl Ester

Downstream raw materials:

<7-(1-Aminocyclopropanecarboxylic acid)>oxytocin