(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Base Information

Chemical Name:(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one
CAS No.:503604-08-8
Molecular Formula:C₂₇H₄₈O₄SSi₂
Molecular Weight:524.913
Hs Code.:

Synonyms:(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

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Chemical Property of (S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

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Technology Process of (S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

There total 4 articles about (S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-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: 79.0%

: 184435-75-4
(5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one

: 503604-07-7
(R)-1,2-bis(tert-butyldimethylsilyloxy)-4-iodobutane

: 503604-08-8
(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 20 ℃; for 16h;
DOI:10.1021/jo0266137

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 503604-08-8
(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / imidazole / dimethylformamide / 15 h

2: 85 percent / DIBAL-H / hexane / 0.5 h / -78 °C

3: 90 percent / I₂; PPh₃; imidazole / diethyl ether; acetonitrile / 1.25 h / 0 °C

4: 79 percent / BuLi; diisopropylamine; HMPA / tetrahydrofuran / 16 h / -78 - 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; iodine; diisobutylaluminium hydride; diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo0266137

Reference yield:

: 503604-06-6
(+)-(R)-3,4-bis((tert-butyldimethylsilyl)oxy)butan-1-ol

: 503604-08-8
(S)-3-[(R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / I₂; PPh₃; imidazole / diethyl ether; acetonitrile / 1.25 h / 0 °C

2: 79 percent / BuLi; diisopropylamine; HMPA / tetrahydrofuran / 16 h / -78 - 20 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; iodine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1021/jo0266137