5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ⁶-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester

Base Information

• Chemical Name: 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ⁶-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester
• CAS No.: 942121-50-8
• Molecular Formula: C₃₁H₃₄N₂O₅S
• Molecular Weight: 546.687
• Mol file: 942121-50-8.mol

Synonyms:5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ⁶-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester

Chemical Property of 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ⁶-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ⁶-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester

There total 4 articles about 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ⁶-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl 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: 98.0%

benzyl (3aS,4S,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)pentanoate (179532-60-6) → 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ6-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester (942121-50-8)

Guidance literature:

With oxone; In methanol; water; at 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2007.03.129

Reference yield: 54.0%

(d)-biotin sulfone (40720-05-6) + benzyl bromide (100-39-0) → 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ6-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester (942121-50-8)

Guidance literature:

(d)-biotin sulfone; With sodium hydride; In N,N-dimethyl-formamide; at 20 - 90 ℃;

benzyl bromide; In N,N-dimethyl-formamide; at 20 - 90 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.03.129

Reference yield:

benzyl bromide (100-39-0) → 5-(1,3-dibenzyl-2,5,5-trioxo-octahydro-5λ6-thieno[3,4-d]imidazol-6-yl)pentanoic acid benzyl ester (942121-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 20 - 90 °C

1.2: 77 percent / dimethylformamide / 20 - 90 °C

2.1: 98 percent / Oxone(R) / methanol; H₂O / 8 h / 20 °C

With oxone; sodium hydride; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2007.03.129

upstream raw materials:

(d)-biotin sulfone

benzyl bromide

benzyl (3aS,4S,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)pentanoate

biotin

Downstream raw materials:

1,3-dibenzyl-6-(5-hydroxy-pentyl)-5,5-dioxo-hexahydro-5λ⁶-thieno[3,4-d]imidazol-2-one