(E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester

Base Information

• Chemical Name: (E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester
• CAS No.: 129144-91-8
• Molecular Formula: C₃₈H₅₀O₆Si
• Molecular Weight: 630.897

Synonyms:

Chemical Property of (E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester

There total 18 articles about (E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl 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: 73.0%

2-Cyclohexyl-5-methylene-[1,3]dioxolan-4-one (128677-40-7) + (2E,4E,6Z)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-octa-2,4,6-trienoic acid ethyl ester (129144-87-2,146983-18-8) → (E)-3-[9-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-10-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-8-en-7-yl]-2-methyl-acrylic acid ethyl ester + (E)-3-[(2R,5S,6R,9S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester (129144-91-8,129213-19-0,147058-92-2,147058-93-3,147058-94-4) + (E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester (129144-91-8,129213-19-0,147058-92-2,147058-93-3,147058-94-4)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; In Trichloroethylene; at 135 ℃; for 16h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)70684-8

Reference yield: 73.0%

2-Cyclohexyl-5-methylene-[1,3]dioxolan-4-one (128677-40-7) + (2E,4E,6Z)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-octa-2,4,6-trienoic acid ethyl ester (129144-87-2,146983-18-8) → (E)-3-[9-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-10-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-8-en-7-yl]-2-methyl-acrylic acid ethyl ester + (E)-3-[(2R,5S,6R,9S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester (129144-91-8,129213-19-0,147058-92-2,147058-93-3,147058-94-4) + (E)-3-[(2R,5S,6S,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester (129144-91-8,129213-19-0,147058-92-2,147058-93-3,147058-94-4)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; In Trichloroethylene; at 135 ℃; for 16h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)70684-8

Reference yield:

ethyl 2-diethoxyphosphorylpropionate (3699-66-9) → (E)-3-[(2R,5S,6R,9S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester (129144-91-8,129213-19-0,147058-92-2,147058-93-3,147058-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / LiN(TMS)2 / tetrahydrofuran / 0 °C

2: BHT / trichloroethene / 16 h / 135 °C

With 2,6-di-tert-butyl-4-methyl-phenol; lithium hexamethyldisilazane; In tetrahydrofuran; Trichloroethylene;

DOI:10.1016/S0040-4039(00)70684-8

upstream raw materials:

2-Cyclohexyl-5-methylene-[1,3]dioxolan-4-one

(2E,4E,6Z)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-octa-2,4,6-trienoic acid ethyl ester

ethyl 2-diethoxyphosphorylpropionate

2-<<(tert-butyldiphenylsilyl)oxy>methyl>-2(Z)-butenol

Downstream raw materials:

(1S,2R,5R)-2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxy-5-methyl-cyclohex-3-enecarboxylic acid methyl ester

(2R,5S,6R,9R)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-6-((E)-3-hydroxy-2-methyl-propenyl)-9-methyl-1,3-dioxa-spiro[4.5]dec-7-en-4-ol

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