1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene

Base Information

• Chemical Name: 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene
• CAS No.: 125950-36-9
• Molecular Formula: C₁₁H₁₇F₃O₃S
• Molecular Weight: 286.315
• Mol file: 125950-36-9.mol

Synonyms:1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene

Chemical Property of 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene

There total 4 articles about 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene 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: 82.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + (2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) → 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene (125950-36-9)

Guidance literature:

(2R,5S)-menthone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 2h; Schlenk technique; Inert atmosphere;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00485

Reference yield: 59.0%

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + phenylbis[(trifluoromethyl)sulfonyl]amine → 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene (125950-36-9)

Guidance literature:

(2R,5S)-menthone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

phenylbis[(trifluoromethyl)sulfonyl]amine; In tetrahydrofuran; hexane; at -78 ℃; Cooling;

DOI:10.1039/b813760a

Reference yield:

l-menthone (3391-87-5,17627-49-5,7786-64-3) → 1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene (125950-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran; 1: Isomerization / 2: Substitution;

DOI:10.1021/jo9917588

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

(2R,5S)-menthone

phenyl trifluoromethanesulfonamide

(3R,6S)-6-Isopropyl-3-methyl-cyclohex-1-enol

Downstream raw materials:

ethyl (2E,4E,6Z)-3-methyl-7-((3R,6S)-6-(1-methylethyl)-3-methyl-1-cyclohexen-1-yl)-2,4,6-octatrienoate

(3R,6S)-1-iodo-6-isopropyl-3-methylcyclohex-1-ene

ethyl (+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoate

(2E,4E,6Z)-7-[(3R,6S)-6-(1-methylethyl)-3-methylcyclohexen-1-yl]-3-methyl-2,4,6-octatrienoic acid