[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

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Chemical Name:[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran
CAS No.:256343-19-8
Molecular Formula:C₄₂H₄₅NO₅S₂Si
Molecular Weight:736.04
Hs Code.:

Synonyms:[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

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Chemical Property of [2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

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Technology Process of [2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

There total 2 articles about [2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-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: 86.0%

: 4392-24-9
Cinnamyl bromide

: 171411-67-9
[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-hydroxy-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

: 256343-19-8
[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

Guidance literature:: With Aliquat 336; In sodium hydroxide; dichloromethane; for 0.25h; Ambient temperature;
DOI:10.1016/0040-4039(95)01104-P

Reference yield:

: 171411-65-7
[2S,4S]-2-(tert-butyldiphenylsilyloxymethyl)-4-phenylsulfonyl-3,4-dihydro-2H-pyran

: 256343-19-8
[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: m-CPBA / diethyl ether; H₂O / 16 h

1.2: 471 mg / (n-Bu)3P / CH₂Cl₂ / 0.5 h / 25 °C

2.1: 86 percent / NaOH; Aliquat 336 / CH₂Cl₂; H₂O / 0.25 h / 25 °C

With sodium hydroxide; Aliquat 336; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; water; 1.1: Oxidation / 1.2: Substitution / 2.1: Etherification;
DOI:10.1016/S0040-4020(99)00834-0

Reference yield: 79.0%

: 256343-19-8
[2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran

: 256343-23-4
(3aS,5S,7S,7aS)-7-Benzenesulfonyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furo[3,2-b]pyran-3-one

Guidance literature:: [2S,3R,4S,6S]-6-(tert-butyldiphenylsilyloxymethyl)-3-(3-phenyl-2-propenyloxy)-4-phenylsulfonyl-2-(2-thiopyridyl)tetrahydro-2H-pyran; With 4 A molecular sieve; silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃;

With ozone; triphenylphosphine; In dichloromethane; at -78 - 25 ℃;
DOI:10.1016/S0040-4020(99)00834-0