(+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

Base Information

Chemical Name:(+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether
CAS No.:561319-71-9
Molecular Formula:C₂₇H₃₂O₂SSi
Molecular Weight:448.701
Hs Code.:

(+)-(Z)-(2S,R<sub>S</sub>)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

Synonyms:(+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

Suppliers and Price of (+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

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Chemical Property of (+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

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Technology Process of (+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

There total 1 articles about (+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether 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: 30.0%

: 87696-33-1
(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

: 1517-82-4,13064-80-7,20752-45-8,50444-99-0,83060-18-8,83060-21-3,91796-57-5,98147-48-9,124819-73-4,132829-99-3,134929-63-8,91177-13-8
(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfinate

: 756-79-6
dimethyl methane phosphonate

: 561319-71-9
(+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

: (-)-(E)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

Guidance literature:: (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfinate; dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h;

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal; In tetrahydrofuran; at -78 ℃; for 1.33333h;
DOI:10.1021/jo0342828

Reference yield: 62.0%

: 561319-71-9
(+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

: (-)-(2S,3R,1'S,R_S)-3-(1'-tert-butyldiphenylsilyloxyethyl)-2-(p-tolylsulfinyl)oxirane

: (-)-(2S,3R,1'S)-3-(1'-tert-butyldiphenylsilyloxyethyl)-2-(p-tolylsulfonyl)oxirane

Guidance literature:: With tert.-butylhydroperoxide; 4 A molecular sieve; potassium hydride; In tetrahydrofuran; at 0 ℃; for 87h;
DOI:10.1021/jo0342828

Reference yield:

: 561319-71-9
(+)-(Z)-(2S,R_S)-4-(p-tolylsulfinyl)-3-buten-2-ol tert-butyldiphenylsilyl ether

: (-)-(2S,3R,1'S)-3-(1'-tert-butyldiphenylsilyloxyethyl)-2-(p-tolylsulfonyl)oxirane

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / KH; t-BuOOH; 4 Angstroem molecular sieves / tetrahydrofuran / 87 h / 0 °C

2: 70 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 17 h / 0 - 20 °C

With tert.-butylhydroperoxide; 4 A molecular sieve; potassium hydride; magnesium monoperoxyphthalate hexahydrate; In tetrahydrofuran; methanol;
DOI:10.1021/jo0342828