(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

Base Information

Chemical Name:(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol
CAS No.:256494-27-6
Molecular Formula:C₂₁H₂₈O₃Si
Molecular Weight:356.537
Hs Code.:

Synonyms:(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

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Chemical Property of (2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

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Technology Process of (2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

There total 6 articles about (2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol 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: 99.0%

: 79568-67-5
(Z)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-en-1-ol

: 256494-27-6
(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 17h;
DOI:10.1002/anie.200500702

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 256494-27-6
(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / imidazole; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

2.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

2.2: 72 percent / diethyl ether; hexane / 18 h / 20 °C

3.1: 98 percent / H₂; quinoline / Pd/BaSO₄ / methanol / 0.67 h / 20 °C / 760 Torr

4.1: Ti(OiPr)4; L-diethyl tartrate; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 24 h / -20 °C

With 1H-imidazole; quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; n-butyllithium; diethyl (2R,3R)-tartrate; hydrogen; Pd-BaSO₄; 4 A molecular sieve; In methanol; diethyl ether; decane; hexane; dichloromethane; 4.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja060064v

Reference yield:

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 256494-27-6
(2S,3R)-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)-2-oxiranyl)methan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

1.2: 72 percent / diethyl ether; hexane / 18 h / 20 °C

2.1: 98 percent / H₂; quinoline / Pd/BaSO₄ / methanol / 0.67 h / 20 °C / 760 Torr

3.1: Ti(OiPr)4; L-diethyl tartrate; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 24 h / -20 °C

With quinoline; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; diethyl (2R,3R)-tartrate; hydrogen; Pd-BaSO₄; 4 A molecular sieve; In methanol; diethyl ether; decane; hexane; dichloromethane; 3.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja060064v