(Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

Base Information

Chemical Name:(Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester
CAS No.:649764-90-9
Molecular Formula:C₅₄H₈₆O₅Si
Molecular Weight:843.359
Hs Code.:

Synonyms:(Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

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Chemical Property of (Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

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Technology Process of (Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

There total 5 articles about (Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl 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: 99.0%

: 40426-22-0
( Z )-hexadec-9-enoyl chloride

: 649764-88-5
3-(tert-butyl-diphenyl-silyloxymethyl)-1,2-di(hydroxymethyl)-cyclopropane

: 649764-90-9
(Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo034843v

Reference yield:

: (1S*,5S*,6S*)-6-carbaldehyde-3-oxabicyclo[3.1.0]hexan-2-one

: 649764-90-9
(Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaBH₄ / methanol; CH₂Cl₂ / 0.25 h / 0 °C

2.1: 52.1 mg / imidazole / 1,2-dimethoxy-ethane / 20 h / 20 °C

3.1: DIBALH / CH₂Cl₂ / 1.5 h / -78 °C

3.2: 35 mg / NaBH₄ / ethanol / 1.5 h / 20 °C

4.1: 99 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; diisobutylaluminium hydride; triethylamine; In methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo034843v

Reference yield:

: 6-hydroxymethyl-3-oxa-bicyclo[3.1.0]hexane-2-one

: 649764-90-9
(Z)-Hexadec-9-enoic acid (1R,2R,3S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-((Z)-hexadec-9-enoyloxymethyl)-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 52.1 mg / imidazole / 1,2-dimethoxy-ethane / 20 h / 20 °C

2.1: DIBALH / CH₂Cl₂ / 1.5 h / -78 °C

2.2: 35 mg / NaBH₄ / ethanol / 1.5 h / 20 °C

3.1: 99 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; diisobutylaluminium hydride; triethylamine; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo034843v