Cyclopentanepropanal, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, (1R,3R)-

Base Information

Chemical Name:Cyclopentanepropanal, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, (1R,3R)-
CAS No.:462628-25-7
Molecular Formula:C28H40O2Si
Molecular Weight:436.71
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 7 articles about Cyclopentanepropanal, 3-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-1,2,2-trimethyl-, (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:

: 3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propan-1-ol

: 462628-25-7
3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propionaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃; for 4h;
DOI:10.1016/S0960-894X(02)00221-4

Reference yield:

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

: 462628-25-7
3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propionaldehyde

Guidance literature:: Multi-step reaction with 7 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

6: DIBALH / CH₂Cl₂ / 3 h / -78 °C

7: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium 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 / 7: Swern oxidation;
DOI:10.1016/S0960-894X(02)00221-4

Reference yield:

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

: 462628-25-7
3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-propionaldehyde

Guidance literature:: Multi-step reaction with 6 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

5: DIBALH / CH₂Cl₂ / 3 h / -78 °C

6: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - 0 °C

With 1H-imidazole; oxalyl dichloride; hydrogen; sodium hydride; diisobutylaluminium 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 / 6: Swern oxidation;
DOI:10.1016/S0960-894X(02)00221-4