(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester
CAS No.:339533-78-7
Molecular Formula:C₂₄H₃₂O₃Si
Molecular Weight:396.602
Hs Code.:

Synonyms:(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

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Chemical Property of (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

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Technology Process of (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

There total 12 articles about (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester 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: 87.0%

: 1067-74-9
Methyl diethylphosphonoacetate

: 339533-79-8
(2S)-2-ethyl-3-[(tert-butyldiphenylsilyl)oxy]propanal

: 339533-78-7
(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

Guidance literature:: Methyl diethylphosphonoacetate; With lithium hexamethyldisilazane; In tetrahydrofuran;

(2S)-2-ethyl-3-[(tert-butyldiphenylsilyl)oxy]propanal; In tetrahydrofuran; Further stages.;
DOI:10.1021/jo001767c

Reference yield: 85.0%

: 339533-77-6
(E)-(R)-4-Hydroxymethyl-hex-2-enoic acid methyl ester

: 58479-61-1
tert-butylchlorodiphenylsilane

: 339533-78-7
(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at -5 - 20 ℃; for 14h;
DOI:10.1021/jo001767c

Reference yield:

: 2612-29-5
2-ethyl-1,3-propandiol

: 339533-78-7
(E)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-hex-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 °C

1.2: 100 percent / tetrahydrofuran; various solvent(s) / 1 h / -30 °C

2.1: 48 percent / Lipase PS₃O / pentane / 24 h / 20 °C

3.1: 90 percent / K₂CO₃ / methanol / 13 h / 20 °C

4.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: LiN(Me₃Si)2 / tetrahydrofuran / 0.33 h / -10 - 20 °C

5.2: 7.63 g / tetrahydrofuran / 0.5 h / 0 °C

6.1: 83 percent / aq. HF / acetonitrile; CH₂Cl₂ / 2 h / 20 °C

7.1: 85 percent / imidazole / dimethylformamide / 14 h / -5 - 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; Lipase PS₃O; hydrogen fluoride; potassium carbonate; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1021/jo001767c