(S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

Base Information

Chemical Name:(S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate
CAS No.:856675-68-8
Molecular Formula:C₂₆H₃₆O₃Si
Molecular Weight:424.656
Hs Code.:

Synonyms:(S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

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Chemical Property of (S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

Chemical Property:

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Technology Process of (S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

There total 7 articles about (S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate 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:

: 856675-73-5
ethyl 2-(bis(o-tolyloxy)phosphoryl)butanoate

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 856675-68-8
(S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

: (S,E)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

Guidance literature:: ethyl 2-(bis(o-tolyloxy)phosphoryl)butanoate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jo050352u

Reference yield:

: 17145-91-4
triethyl 2-ethylphosphonoacetate

: 856675-68-8
(S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: PCl₅ / 0 - 75 °C

2.1: 1.43 g / triethylamine / benzene / 1 h / 25 °C

3.1: KHMDS; 18-crown-6 / tetrahydrofuran

3.2: tetrahydrofuran

With 18-crown-6 ether; phosphorus pentachloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1021/jo050352u

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 856675-68-8
(S,Z)-ethyl 5-(tert-butyl(diphenyl)silyloxy)-2-ethyl-4-methylpent-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

2.2: tetrahydrofuran / 2 h / 0 °C

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;
DOI:10.1021/jo050352u