Cyclopentanepropanoic acid, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, methyl ester, (1R,3R)-

Base Information

Chemical Name:Cyclopentanepropanoic acid, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, methyl ester, (1R,3R)-
CAS No.:462628-24-6
Molecular Formula:C29H42O3Si
Molecular Weight:466.736
Hs Code.:

Synonyms:

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Chemical Property of Cyclopentanepropanoic acid, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, methyl ester, (1R,3R)-

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Technology Process of Cyclopentanepropanoic acid, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, methyl ester, (1R,3R)-

There total 5 articles about Cyclopentanepropanoic acid, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, methyl ester, (1R,3R)- 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: 95.0%

: 462628-23-5
3-[3-(tert-butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-acrylic acid methyl ester

: 462628-24-6
3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propionic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In hexane; ethyl acetate; at 20 ℃; for 15h; under 3040 Torr;
DOI:10.1016/S0960-894X(02)00221-4

Reference yield:

: 560-09-8
(1S,3R)-(-)-camphoric acid

: 462628-24-6
3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 5 h / 20 °C

2: 86 percent / imidazole / dimethylformamide / 5 h / 0 - 20 °C

3: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4: 98 percent / NaH / tetrahydrofuran / 2 h / 0 °C

5: 95 percent / H₂ / 10 percent Pd/C / hexane; ethyl acetate / 15 h / 20 °C / 3040 Torr

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 3: Swern oxidation / 4: Horner-Emmons reaction;
DOI:10.1016/S0960-894X(02)00221-4

Reference yield:

: 462628-19-9
(1S,3R)-1,2,2-trimethyl-1,3-bis(hydroxymethyl)cyclpentane

: 462628-24-6
3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / imidazole / dimethylformamide / 5 h / 0 - 20 °C

2: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

3: 98 percent / NaH / tetrahydrofuran / 2 h / 0 °C

4: 95 percent / H₂ / 10 percent Pd/C / hexane; ethyl acetate / 15 h / 20 °C / 3040 Torr

With 1H-imidazole; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 2: Swern oxidation / 3: Horner-Emmons reaction;
DOI:10.1016/S0960-894X(02)00221-4