(1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol

Base Information

• Chemical Name: (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol
• CAS No.: 135455-39-9
• Molecular Formula: C₃₀H₃₃O₃PS
• Molecular Weight: 504.63

Synonyms:(1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol

Chemical Property of (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol

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Technology Process of (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol

There total 2 articles about (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol 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:

2-methyl-2-cyclopenten-1-one (1120-73-6) + Phenyl vinyl sulfoxide (20451-53-0) + trans-crotyldiphenylphosphine oxide (17668-60-9) → (R)-3-[(E)-(S)-3-(Diphenyl-phosphinoyl)-1-methyl-allyl]-2-methyl-cyclopentanone + (1'RS,2RS,2'E,3SR)-2-Methyl-3-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-2-<2''-(phenylsulfinyl)ethyl>cyclopentan-1-one + (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol (135455-39-9) + (1RS,1'RS,2'E,4RS,5RS,7SR)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol (135557-36-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00020a018

Reference yield:

2-methyl-2-cyclopenten-1-one (1120-73-6) + Phenyl vinyl sulfoxide (20451-53-0) + trans-crotyldiphenylphosphine oxide (17668-60-9) → (2S,3S)-2,5-Bis-(2-benzenesulfinyl-ethyl)-3-[(E)-(R)-3-(diphenyl-phosphinoyl)-1-methyl-allyl]-2-methyl-cyclopentanone (135455-41-3) + (2R,3R)-2,5,5-Tris-(2-benzenesulfinyl-ethyl)-3-[(E)-(S)-3-(diphenyl-phosphinoyl)-1-methyl-allyl]-2-methyl-cyclopentanone (135455-42-4) + (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol (135455-39-9) + (1RS,1'RS,2'E,4RS,5RS,7SR)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol (135557-36-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00020a018

Reference yield: 86.0%

(1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfinyl)bicyclo<3.2.0>heptan-1-ol (135455-39-9) → (1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfonyl)bicyclo<3.2.0>heptan-1-ol (135455-40-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; a) 0 deg C, 1.5 h, b) to r.t.;

DOI:10.1021/jo00020a018

upstream raw materials:

2-methyl-2-cyclopenten-1-one

Phenyl vinyl sulfoxide

trans-crotyldiphenylphosphine oxide

Downstream raw materials:

(1RS,1'RS,2'E,4RS,5RS,7RS)-5-methyl-4-<1'-methyl-3'-(diphenylphosphinoyl)prop-2'-enyl>-7-(phenylsulfonyl)bicyclo<3.2.0>heptan-1-ol

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