<3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester

Base Information

• Chemical Name: <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester
• CAS No.: 83541-80-4
• Molecular Formula: C₁₈H₂₄N₂O₃S
• Molecular Weight: 348.466
• Mol file: 83541-80-4.mol

Synonyms:<3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester

Chemical Property of <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester

There total 31 articles about <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester 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: 90.0%

methyl 5-((3aS,4S,6aR)-3-benzyl-1-(bis(4-methoxyphenyl)-(phenyl)methyl)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoate (1340499-01-5) → <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester (83541-80-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo201615j

Reference yield: 76.0%

(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-chloro-pentanoic acid methyl ester (83541-79-1) → <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester (83541-80-4)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1002/bscb.19820911203

Reference yield:

(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid (83486-95-7) → <3aS-(3aα,4β,6aα)>-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno<3,4-d>imidazole-4-pentanoic acid methyl ester (83541-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / diethyl ether

3: 76 percent / NaBH₄ / dimethylformamide / 80 °C

With sodium tetrahydroborate; thionyl chloride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja00387a057

upstream raw materials:

(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-chloro-pentanoic acid methyl ester

methanol

-(3,6,7,8,9,10-Hexahydro-10-oxo-2H-thiecin-3-yl)-(phenylmethyl)carbamoyl azide

benzyl bromide

Downstream raw materials:

biotin