Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-methyl-5-(1-methylethenyl)-, methyl ester, (1S,2R,3S,5S)-

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-methyl-5-(1-methylethenyl)-, methyl ester, (1S,2R,3S,5S)-
• CAS No.: 663605-85-4
• Molecular Formula: C27H36O3Si
• Molecular Weight: 436.667
• Mol file: 663605-85-4.mol

Synonyms:

Chemical Property of Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-methyl-5-(1-methylethenyl)-, methyl ester, (1S,2R,3S,5S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-methyl-5-(1-methylethenyl)-, methyl ester, (1S,2R,3S,5S)-

There total 8 articles about Cyclopentanecarboxylic acid, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-methyl-5-(1-methylethenyl)-, methyl ester, (1S,2R,3S,5S)- 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: 98.0%

tert-butylchlorodiphenylsilane (58479-61-1) + methyl (1S,2R,3S,5S)-3-hydroxy-5-isopropenyl-2-methylcyclopentanecarboxylate (663606-09-5) → (1S,2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-5-isopropenyl-2-methyl-cyclopentanecarboxylic acid methyl ester (663605-85-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/anie.200353140

Reference yield: 88.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (1S,2R,3S,5S)-5-Isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentanecarboxylic acid methyl ester (156714-42-0) → (1S,2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-5-isopropenyl-2-methyl-cyclopentanecarboxylic acid methyl ester (663605-85-4)

Guidance literature:

(1S,2R,3S,5S)-5-Isopropenyl-2-methyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentanecarboxylic acid methyl ester; With toluene-4-sulfonic acid; In methanol; Inert atmosphere;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1007/s12039-016-1197-7

Reference yield: 73.0%

C26H33ClO2Si + sodium methylate (124-41-4) → (1S,2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-5-isopropenyl-2-methyl-cyclopentanecarboxylic acid methyl ester (663605-85-4)

Guidance literature:

In methanol; diethyl ether; at 0 ℃; for 1h;

DOI:10.1002/chem.200700302

upstream raw materials:

tert-butylchlorodiphenylsilane

methyl (1S,2R,3S,5S)-3-hydroxy-5-isopropenyl-2-methylcyclopentanecarboxylate

sodium methylate

(S)-p-mentha-6,8-dien-2-one

Downstream raw materials:

1-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-ethanone

tert-Butyl-[(1S,2R,3S,4S)-4-isopropenyl-3-(4-methoxy-benzyloxymethyl)-2-methyl-cyclopentyloxy]-diphenyl-silane

Acetic acid (R)-2-[(2S,3R,3aR,4S,5R,6S,8S,8aS)-2-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-6,8-bis-methoxymethoxy-3,8-dimethyl-4-triethylsilanyloxy-decahydro-azulen-5-yl]-2-hydroxy-propyl ester

nortrilobolide