(2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane

Base Information

• Chemical Name: (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane
• CAS No.: 138604-11-2
• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.505
• Mol file: 138604-11-2.mol

Synonyms:(2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane

Chemical Property of (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane

There total 19 articles about (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane 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:

(+/-)-menthone (491-07-6,1074-95-9,1196-31-2,3391-87-5,10458-14-7,14073-97-3,18309-28-9,36977-92-1,117773-78-1,89-80-5,17627-49-5,7786-64-3) + (1R*,2S*)-1-cyclohexyl-2-methyl-1,3-bis(trimethylsiloxy)propane (135067-18-4) → (2R,3S,6S,7R,10S)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane (138490-36-5,138604-11-2,145032-22-0,145032-23-1) + (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane (138490-36-5,138604-11-2,145032-22-0,145032-23-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 18h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)92049-5

Reference yield:

(+/-)-menthone (491-07-6,1074-95-9,1196-31-2,3391-87-5,10458-14-7,14073-97-3,18309-28-9,36977-92-1,117773-78-1,89-80-5,17627-49-5,7786-64-3) + (1R*,2S*)-1-cyclohexyl-2-methyl-1,3-bis(trimethylsiloxy)propane (135067-18-4) → (2R,3S,6S,7R,10S)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane (138490-36-5,138604-11-2,145032-22-0,145032-23-1) + (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane (138490-36-5,138604-11-2,145032-22-0,145032-23-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 18h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)92049-5

Reference yield:

(3R,6S)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene (74185-00-5) + (1R*,2S*)-1-cyclohexyl-2-methyl-1,3-propanediol (138602-95-6) → (2R,3S,6S,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane (138604-11-2) + (2S,3R,6R,7S,10R)-2-Cyclohexyl-7-isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undecane (138490-36-5)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrahydrofuran; at -40 ℃; for 1.5h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00032a004

upstream raw materials:

(+/-)-menthone

(1R*,2S*)-1-cyclohexyl-2-methyl-1,3-bis(trimethylsiloxy)propane

(1R*,2S*)-1-cyclohexyl-2-methyl-1,3-propanediol

(2R,5S)-menthone

Downstream raw materials:

(2R,3R)-3-Cyclohexyl-3-hydroxy-2-methyl-propionic acid

(2R,3R)-3-cyclohexyl-3-hydroxy-2-methylpropanal

(-)-methyl (2R,3R)-3-cyclohexyl-3-hydroxy-2-methylpropionate

(1R,2S)-1-cyclohexyl-2-methyl-1,3-propanediol