(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Base Information

Chemical Name:(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate
CAS No.:248915-99-3
Molecular Formula:C₂₄H₃₆O₃S
Molecular Weight:404.614
Hs Code.:

Synonyms:(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Suppliers and Price of (2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

There total 5 articles about (2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate 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:

: 98-59-9
p-toluenesulfonyl chloride

: 163215-98-3
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol

: 248915-99-3
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Guidance literature:: In pyridine; Yield given;
DOI:10.1016/0960-894X(96)00301-0

Reference yield:

: 18951-85-4,57030-77-0
(R)-citronellic acid

: 248915-99-3
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / DCC; DMAP / CH₂Cl₂ / 18 h / 20 °C

2.1: i-Pr₂NH; n-BuLi; HMPA / hexane; tetrahydrofuran / 0.5 h / -78 - -50 °C

2.2: hexane; tetrahydrofuran / 0.33 h

3.1: hexane; tetrahydrofuran / 16 h / Heating

4.1: 58 percent / 5 percent aq. HCl / 1 h / 20 °C

5.1: LiAlH₄ / tetrahydrofuran / 48 h / Heating

6.1: pyridine / 17 h / 20 °C

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; n-butyllithium; diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Esterification / 2.1: Metallation / 2.2: silylation / 3.1: Rearrangement / 4.1: Hydrolysis / 5.1: Reduction / 6.1: Tosylation;
DOI:10.1021/jm980736v

Reference yield:

: 163215-96-1
(R)-3,7-Dimethyl-oct-6-enoic acid (R)-3-methyl-cyclohex-2-enyl ester

: 248915-99-3
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: i-Pr₂NH; n-BuLi; HMPA / hexane; tetrahydrofuran / 0.5 h / -78 - -50 °C

1.2: hexane; tetrahydrofuran / 0.33 h

2.1: hexane; tetrahydrofuran / 16 h / Heating

3.1: 58 percent / 5 percent aq. HCl / 1 h / 20 °C

4.1: LiAlH₄ / tetrahydrofuran / 48 h / Heating

5.1: pyridine / 17 h / 20 °C

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: silylation / 2.1: Rearrangement / 3.1: Hydrolysis / 4.1: Reduction / 5.1: Tosylation;
DOI:10.1021/jm980736v