1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one

Base Information

• Chemical Name: 1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one
• CAS No.: 1000981-16-7
• Molecular Formula: C₂₀H₂₁NOS₂
• Molecular Weight: 355.525
• Mol file: 1000981-16-7.mol

Synonyms:1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one

Chemical Property of 1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one

There total 1 articles about 1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one 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: 77.0%

phenylbutyric acid chloride (18496-54-3) + (S)-4-benzylthiazolidin-2-thione (171877-39-7) → 1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one (1000981-16-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h; Cooling with ice; Inert atmosphere;

DOI:10.1002/cmdc.201500204

Reference yield:

1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one (1000981-16-7) + 4-oxo-but-2-enoic acid ethyl ester (2960-66-9) → (2E,4R,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-hydroxy-7-phenyl-hept-2-enoic acid ethyl ester (1000981-18-9) + (2E,4S,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-hydroxy-7-phenyl-hept-2-enoic acid ethyl ester (1000981-17-8)

Guidance literature:

1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one; 4-oxo-but-2-enoic acid ethyl ester; With chloro-trimethyl-silane; magnesium bromide; In ethyl acetate;

With hydrogenchloride; In ethyl acetate; Further stages.;

DOI:10.1016/j.bmcl.2007.10.056

Reference yield:

chloro-trimethyl-silane (75-77-4) + 1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-4-phenyl-butan-1-one (1000981-16-7) + 4-oxo-but-2-enoic acid ethyl ester (2960-66-9) → C29H37NO4S2Si + C29H37NO4S2Si

Guidance literature:

With triethylamine; magnesium bromide ethyl etherate; In ethyl acetate; at 20 ℃; for 288h; Inert atmosphere;

upstream raw materials:

phenylbutyric acid chloride

(S)-4-benzylthiazolidin-2-thione

Downstream raw materials:

(2E,4R,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-hydroxy-7-phenyl-hept-2-enoic acid ethyl ester

(2E,4S,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-hydroxy-7-phenyl-hept-2-enoic acid ethyl ester

(2E,4S,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-(tert-butyl-dimethylsilanyloxy)-7-phenyl-hept-2-enoic acid ethyl ester

(2E,4R,5S)-5-[(4S)-4-benzyl-2-thioxo-thiazolidine-3-carbonyl]-4-(tert-butyl-dimethylsilanyloxy)-7-phenyl-hept-2-enoic acid ethyl ester