3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester

Base Information

• Chemical Name: 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester
• CAS No.: 176324-45-1
• Molecular Formula: C₁₈H₂₄OSe
• Molecular Weight: 335.348
• Mol file: 176324-45-1.mol

Synonyms:3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester

Chemical Property of 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester

There total 1 articles about 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester 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: 73.0%

Phenylselenyl chloride (5707-04-0) + 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-propionic acid; compound with triethyl-amine → 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester (176324-45-1)

Guidance literature:

With tributylphosphine; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1016/0040-4020(96)00149-4

Reference yield: 11.0%

3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester (176324-45-1) → (±)-(3aS,7aR)-4,4,7a-trimethyloctahydro-1H-inden-1-one + 3-(2,6,6-trimethyl-2-cyclohexenyl)propanal (176324-37-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h;

DOI:10.1016/0040-4020(96)00149-4

Reference yield:

3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-phenyl ester (176324-45-1) → (1RS,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-one (124070-95-7,124070-96-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 43 percent / Bu₃SnH, AIBN / benzene / 1 h

2: 1.) n-BuLi, 2.) CeCl₃ / 1.) hexane, THF, -78 deg C, 10 min, 2.) hexane, THF, from -78 to 25 deg C

3: 90 percent / SOCl₂, pyridine / CH₂Cl₂ / 0.08 h / 0 °C

4: 94 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -40 °C

5: 90 percent / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / 0 °C

6: 1.) LDA, 2.) PhSeCl, 3.) 30percent H₂O₂

With pyridine; n-butyllithium; thionyl chloride; Phenylselenyl chloride; cerium(III) chloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; dihydrogen peroxide; tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In dichloromethane; benzene;

DOI:10.1016/0040-4020(96)00149-4

upstream raw materials:

Phenylselenyl chloride

Downstream raw materials:

3-(2,6,6-trimethyl-2-cyclohexenyl)propanal

(1RS,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-one