5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide

Base Information

• Chemical Name: 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide
• CAS No.: 443770-00-1
• Molecular Formula: C₂₂H₃₃N₅O₃S
• Molecular Weight: 447.602

Synonyms:5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide

Chemical Property of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide

Chemical Property:

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Technology Process of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide

There total 3 articles about 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-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: 81.0%

5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-nitro-benzylcarbamoyl)-butyl]-amide → 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide (443770-00-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 4h;

DOI:10.1021/ja025788v

Reference yield:

5-[5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester (133117-37-0) → 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide (443770-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / triethylamine / dimethylformamide / 24 h / 20 °C

2: 81 percent / H₂ / Pd/C / methanol / 4 h / 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja025788v

Reference yield:

p-nitrobenzylamine (7409-30-5) → 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [4-(4-amino-benzylcarbamoyl)-butyl]-amide (443770-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / triethylamine / dimethylformamide / 24 h / 20 °C

2: 81 percent / H₂ / Pd/C / methanol / 4 h / 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja025788v

upstream raw materials:

5-[5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

p-nitrobenzylamine

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