tert-butyl(dimethyl)silyl (1R)-4-methyl-1-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate

Base Information

Chemical Name:tert-butyl(dimethyl)silyl (1R)-4-methyl-1-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate
CAS No.:105164-37-2
Molecular Formula:C₂₁H₃₆O₂Si
Molecular Weight:348.601
Hs Code.:

Synonyms:3-Cyclohexene-1-carboxylicacid, 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-,(1,1-dimethylethyl)dimethylsilyl ester, (R*,S*)- (9CI);3-Cyclohexene-1-carboxylic acid, 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-,(1,1-dimethylethyl)dimethylsilyl ester, (R*,S*)-(?à)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl(dimethyl)silyl (1R)-4-methyl-1-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate

Chemical Property:

Vapor Pressure:6.15E-06mmHg at 25°C
Boiling Point:378.8°C at 760 mmHg
Flash Point:152°C
Density:0.95g/cm³

Purity/Quality:

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Technology Process of tert-butyl(dimethyl)silyl (1R)-4-methyl-1-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate

There total 4 articles about tert-butyl(dimethyl)silyl (1R)-4-methyl-1-[(1S)-1-methyl-2-methylidenecyclopentyl]cyclohex-3-ene-1-carboxylate 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:

: 4342-60-3
4-methylcyclohex-3-enecarboxylic acid

: 105164-36-1,105164-37-2
tert-butyldimethylsilyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / 4-(dimethylamino)pyridine, N,N-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 1.) LDA, HMPA / 1.) THF, -78 deg C, 40 min, 2.) THF, reflux, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo00375a054

Reference yield:

: 67209-77-2
2-methyl-cyclopent-1-enecarboxylic acid

: 105164-36-1,105164-37-2
tert-butyldimethylsilyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 40 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

2: 82 percent / 4-(dimethylamino)pyridine, N,N-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

3: 1.) LDA, HMPA / 1.) THF, -78 deg C, 40 min, 2.) THF, reflux, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1021/jo00375a054

Reference yield:

: 81328-62-3
(2-methylcyclopent-1-enyl)methanol

: 105164-36-1,105164-37-2
tert-butyldimethylsilyl 4-methyl-1-(1-methyl-2-methylenecyclopentyl)-3-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / 4-(dimethylamino)pyridine, N,N-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 1.) LDA, HMPA / 1.) THF, -78 deg C, 40 min, 2.) THF, reflux, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jo00375a054