(2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone

Base Information

• Chemical Name: (2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone
• CAS No.: 76339-71-4
• Molecular Formula: C₁₆H₂₀OSe
• Molecular Weight: 307.294
• Mol file: 76339-71-4.mol

Synonyms:(2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone

Chemical Property of (2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone

There total 2 articles about (2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone 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:

Carvone (99-49-0,22327-39-5) + diphenyl diselenide (1666-13-3) → (2S,3R,5S)-5-Isopropenyl-2-methyl-3-phenylselanyl-cyclohexanone (76339-71-4)

Guidance literature:

With sodium tetrahydroborate; acetic acid; Yield given. Multistep reaction; 1. EtOH, room temp. 2. 0 deg C, 2h;

DOI:10.1055/s-1980-29167

Reference yield:

diphenyl diselenide (1666-13-3) + (R)-Carvone (6485-40-1,2244-16-8) → (2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone (76339-71-4)

Guidance literature:

With sodium tetrahydroborate; acetic acid; Yield given. Multistep reaction; 1) EtOH, 0 deg C, 1 h, 2) EtOH, 3 h;

DOI:10.1248/cpb.39.2514

Reference yield: 78.5%

(2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanone (76339-71-4) → (1R,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol (90129-51-4) + (1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol (90056-25-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.0833333h;

DOI:10.1248/cpb.39.2514

upstream raw materials:

Carvone

diphenyl diselenide

(R)-Carvone

Downstream raw materials:

(1R,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol

(4S,5R)-4-hydroxy-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone

(1S,2S,3R,5S)-2-methyl-5-(1-methylethenyl)-3-(phenylseleno)-cyclohexanol tetrahydropyranyl ether