(1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

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Chemical Name:(1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate
CAS No.:475197-97-8
Molecular Formula:C₁₉H₂₈N₂O₃S
Molecular Weight:364.509
Hs Code.:

Synonyms:(1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

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Chemical Property of (1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

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Technology Process of (1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

There total 1 articles about (1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate 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: 92.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

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

: 475197-97-8
(1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

Guidance literature:: In toluene; for 14h; Heating;
DOI:10.1016/S0957-4166(02)00335-X

Reference yield: 75.0%

: 475197-97-8
(1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

: 475197-90-1
(1'R,3'S)-(+)-cis-(3'-hydroxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methanol

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

Guidance literature:: (1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate; With n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); In toluene; for 26h; Heating;

With lithium aluminium tetrahydride; In toluene; at 0 ℃; for 1.5h;
DOI:10.1016/S0957-4166(02)00335-X

Reference yield:

: 475197-97-8
(1'R,3'S)-cis-(3'-(imidazoylthiocarbonyl)oxy-2',2'-dimethyl-6'-methylene-1'-cyclohexyl)methyl 2,2-dimethylpropyonate

: 64129-96-0
(S)-(+)-(E)-4-(2',2'-dimethyl-6'-methylene-1'-cyclohexyl)but-3-en-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 75 percent / LiAlH₄ / toluene / 1.5 h / 0 °C

2.1: 86 percent / (COCl)2; dimethylsulfoxide; triethylamine / CH₂Cl₂ / 3 h / -78 - 20 °C

3.1: 83 percent / Ba(OH)2 / tetrahydrofuran; H₂O / 15 h / 20 °C

With barium dihydroxide; oxalyl dichloride; n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; 2.1: Swern oxidation / 3.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0957-4166(02)00335-X