2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester

Base Information

• Chemical Name: 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester
• CAS No.: 332950-57-9
• Molecular Formula: C₃₀H₄₂O₄S₂
• Molecular Weight: 530.793
• Mol file: 332950-57-9.mol

Synonyms:2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester

Chemical Property of 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester

There total 5 articles about 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl 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: 80.0%

S-tert-butyl (2S)-[(1S,2S)-3-oxo-2-(3-oxo-4-phenylthiobutyl)cyclopentyl-]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate (343969-48-2) → 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester (332950-57-9)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1016/S0040-4039(01)00317-3

Reference yield:

S-tert-butyl 3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate (332950-54-6) → 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester (332950-57-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / LDA

2: 75 percent / TrSbCl₆ / CH₂Cl₂ / -78 °C

3: 80 percent / KOH / methanol

With potassium hydroxide; lithium diisopropyl amide; triphenylmethylium hexachloroantimonate(V); In methanol; dichloromethane; 2: Mukaiyama-Michael reaction;

DOI:10.1016/S0040-4039(01)00317-3

Reference yield:

(1E/Z)-1-(tert-butylthio)-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-1-(trimethylsilyloxy)prop-1-ene → 2-(7a-methyl-5-oxo-4-phenylsulfanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl)-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-thiopropionic acid S-tert-butyl ester (332950-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / TrSbCl₆ / CH₂Cl₂ / -78 °C

2: 80 percent / KOH / methanol

With potassium hydroxide; triphenylmethylium hexachloroantimonate(V); In methanol; dichloromethane; 1: Mukaiyama-Michael reaction;

DOI:10.1016/S0040-4039(01)00317-3

upstream raw materials:

S-tert-butyl (2S)-[(1S,2S)-3-oxo-2-(3-oxo-4-phenylthiobutyl)cyclopentyl-]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate

S-tert-butyl 3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate

(phenylsulfanyl)methyl vinyl ketone

Downstream raw materials:

S-tert-butyl (2S)-2-[(1S,5R,7aS)-5-hydroxy-7a-methyl-4-phenylthio-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl]-3-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]propanethioate

(1S,5R,7aS)-7a-methyl-4-phenylsulfonyl-1-{(1S)-2-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-1-(tosyloxymethyl)ethyl}-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

(1S,5R,7aS)-7a-methyl-4-phenylthio-1-{(1S)-2-[(4S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl]-1-(tosyloxymethyl)ethyl}-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

[(S)-5-((1S,3aS,4S,7aS)-4-Benzenesulfonyl-7a-methyl-octahydro-inden-1-yl)-1,1-dimethyl-hexyloxy]-triethyl-silane