(1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

Base Information

• Chemical Name: (1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one
• CAS No.: 207573-11-3
• Molecular Formula: C₁₉H₂₆O₂Se
• Molecular Weight: 365.374
• Mol file: 207573-11-3.mol

Synonyms:(1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

Chemical Property of (1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one

There total 2 articles about (1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one 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:

di(endo-3-camphoryl) diselenide (155631-28-0) → (1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (207573-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Br₂, 4 Angstroem molecular sieves / 1) CH₂Cl₂, CCl₄, -78 deg C, 15 min, 2) CH₂Cl₂, CCl₄, CH₃OH, -78 deg C, 15 min

2: CH₂Cl₂ / 1 h / -78 °C

With 4 A molecular sieve; bromine; In dichloromethane;

DOI:10.1016/S0040-4020(98)01133-8

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + methanol (67-56-1) + di(endo-3-camphoryl) diselenide (155631-28-0) → (1R,3S,4S)-3-((R)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (207573-10-2) + (1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (207573-11-3)

Guidance literature:

With ammonium persulfate; trifluorormethanesulfonic acid; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₂Cl₂, RT, 15 min, 2) CH₂Cl₂, 18 h, RT;

DOI:10.1016/S0040-4039(98)00252-4

Reference yield: 86.0%

(1R,3S,4S)-3-((S)-2-Methoxy-2-phenyl-ethylselanyl)-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one (207573-11-3) → (+)-(R)-methoxyphenylethane (52224-89-2,111767-38-5)

Guidance literature:

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

DOI:10.1016/S0040-4039(98)00252-4

upstream raw materials:

styrene

methanol

di(endo-3-camphoryl) diselenide

Downstream raw materials:

(+)-(R)-methoxyphenylethane