(1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

Base Information

Chemical Name:(1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate
CAS No.:249612-80-4
Molecular Formula:C₃₁H₃₈O₄Si
Molecular Weight:502.726
Hs Code.:

Synonyms:(1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

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Chemical Property of (1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

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Technology Process of (1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

There total 3 articles about (1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate 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%

: 135822-23-0
(R)-1-(trimethylsilyloxy)-1-<1,2,2-triphenyl-2-(trimethylsilyloxy)ethoxy>-1-propene

: 3102-33-8
trans-3-penten-2-one

: 249612-80-4
(1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1002/1099-0690(200108)2001:16<3155::AID-EJOC3155>3.0.CO;2-8

Reference yield: 77.0%

: 135822-23-0
(R)-1-(trimethylsilyloxy)-1-<1,2,2-triphenyl-2-(trimethylsilyloxy)ethoxy>-1-propene

: 3102-33-8
trans-3-penten-2-one

: (E)-3-Hydroxy-2,3-dimethyl-hex-4-enoic acid (R)-1,2,2-triphenyl-2-trimethylsilanyloxy-ethyl ester

: 249612-80-4
(1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

Guidance literature:: (R)-1-(trimethylsilyloxy)-1-<1,2,2-triphenyl-2-(trimethylsilyloxy)ethoxy>-1-propene; trans-3-penten-2-one; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 3h;

With water; In dichloromethane;
DOI:10.1055/s-1999-2885

Reference yield:

: 135789-37-6
(R)-2-hydroxy-1,2,2-triphenylethyl propionate

: 249612-80-4
(1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / Li(iPr)2

2: 79 percent / titanium tetrachloride / CH₂Cl₂ / 3 h / -78 °C

With titanium tetrachloride; lithium diisopropyl amide; In dichloromethane;
DOI:10.1002/1099-0690(200108)2001:16<3155::AID-EJOC3155>3.0.CO;2-8