(S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

Base Information

Chemical Name:(S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde
CAS No.:166022-30-6
Molecular Formula:C₁₀H₁₆O
Molecular Weight:152.236
Hs Code.:

Synonyms:(S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

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Chemical Property of (S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

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Technology Process of (S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

There total 7 articles about (S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde 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: 86.0%

: 166022-29-3
(S)-(+)-(2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methanol

: 166022-30-6
(S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 3h;
DOI:10.1016/S0957-4166(02)00335-X

Reference yield:

: 166022-22-6
(1S)-(+)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylic acid

: 166022-30-6
(S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄

2: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 2: Swern oxidation;
DOI:10.1021/ol0363063

Reference yield:

: 475197-95-6
(1'R,3'S)-(-)-cis-(3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropionate

: 166022-30-6
(S)-(+)-2',2'-dimethyl-6'-methylene-1'-cyclohexylcarboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / toluene / 14 h / Heating

2.1: (n-C₄H₉)SnH; azo-bis(isobutyronitrile) / toluene / 26 h / Heating

2.2: 75 percent / LiAlH₄ / toluene / 1.5 h / 0 °C

3.1: 86 percent / (COCl)2; dimethylsulfoxide; triethylamine / CH₂Cl₂ / 3 h / -78 - 20 °C

With oxalyl dichloride; n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); dimethyl sulfoxide; triethylamine; In dichloromethane; toluene; 3.1: Swern oxidation;
DOI:10.1016/S0957-4166(02)00335-X