(2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran
CAS No.:400738-11-6
Molecular Formula:C₃₂H₅₂O₄SSi₂
Molecular Weight:588.999
Hs Code.:

Synonyms:(2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

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Chemical Property of (2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

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Technology Process of (2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

There total 14 articles about (2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran 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: 97.0%

: 100-51-6,185532-71-2
benzyl alcohol

: (2S,3S,4R,5S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-6-fluoro-2,4-dimethyl-5-phenylsulfanyl-tetrahydro-pyran

: 400738-11-6
(2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: With tin(ll) chloride; In diethyl ether; at 0 - 25 ℃; for 5h;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M

Reference yield:

: 400738-03-6
(2S,3R,4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

: 400738-11-6
(2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylaminosulfur trifluoride / CH₂Cl₂ / 0.33 h / 0 °C

2: 90 percent / 4A molecular sieves; SnCl₂ / diethyl ether / 5 h / 25 °C

With dimethylaminosulphur trifluoride; 4 A molecular sieve; tin(ll) chloride; In diethyl ether; dichloromethane;
DOI:10.1021/ja0304953

Reference yield:

: 400738-00-3
(2S,3S,4S,5R,6S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-6-phenylsulfanyl-tetrahydro-pyran

: 400738-11-6
(2S,3S,4R,5S,6S)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-3-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 2,3-dichloro-5,6-dicyanobenzoquinone / CH₂Cl₂; H₂O / 1.5 h / 0 °C

2: dimethylaminosulfur trifluoride / CH₂Cl₂ / 0.33 h / 0 °C

3: 90 percent / 4A molecular sieves; SnCl₂ / diethyl ether / 5 h / 25 °C

With dimethylaminosulphur trifluoride; 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; In diethyl ether; dichloromethane; water;
DOI:10.1021/ja0304953