[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

Base Information

Chemical Name:[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde
CAS No.:179815-34-0
Molecular Formula:C₂₇H₄₂O₄SSi₂
Molecular Weight:518.865
Hs Code.:

[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

Synonyms:[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

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Chemical Property of [(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

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Technology Process of [(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

There total 3 articles about [(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde 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:

: 114066-25-0
(3aR,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-3-one

: 179815-34-0
[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / toluene / 110 °C

2: 74 percent / LiAlH₄ / diethyl ether / -78 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 35 min, 2.) CH₂Cl₂, -78 deg C, 15 min

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; toluene;
DOI:10.1021/ja961071u

Reference yield:

: 179815-56-6
[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetic acid ethyl ester

: 179815-34-0
[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / LiAlH₄ / diethyl ether / -78 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 35 min, 2.) CH₂Cl₂, -78 deg C, 15 min

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether;
DOI:10.1021/ja961071u

Reference yield:

: 179815-57-7
2-[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-ethanol

: 179815-34-0
[(3aS,4S,5S,7aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-6-methyl-5-phenylsulfanyl-3a-trimethylsilanyloxy-3a,4,5,7a-tetrahydro-benzofuran-(3E)-ylidene]-acetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 35 min, 2.) CH₂Cl₂, -78 deg C, 15 min;
DOI:10.1021/ja961071u