(2'E,3RS,4SR,R_SS_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

Base Information

• Chemical Name: (2'E,3RS,4SR,R_SS_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone
• CAS No.: 114718-10-4
• Molecular Formula: C₂₀H₂₈O₃S
• Molecular Weight: 348.507

Synonyms:(2'E,3RS,4SR,R_SS_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

Chemical Property of (2'E,3RS,4SR,R_SS_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

Chemical Property:

Purity/Quality:

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Technology Process of (2'E,3RS,4SR,R_SS_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

There total 4 articles about (2'E,3RS,4SR,R_SS_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone 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'E,3RS,4SR)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylthio)prop-2'-enyl>cyclopentanone (114678-66-9) → (2'E,3RS,4SR,SSRS)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (114718-09-1) + (2'E,3RS,4SR,RSSS)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (114718-10-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -60 ℃;

DOI:10.1021/ja00224a029

Reference yield:

3-methyl-1-phenylsulfanylbut-2-ene (10276-04-7) → (2'E,3RS,4SR,RSSS)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (114718-10-4)

Guidance literature:

Multi-step reaction with 4 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / -70 °C

2: 1.) lithium diisopropylamide / 1.) THF, -70 deg C, 5 min, 2.) THF, -70 deg C

3: 82 percent / tributylphosphine, iodine / diethyl ether; hexamethylphosphoric acid triamide

4: m-chloroperoxybenzoic acid / CH₂Cl₂ / -60 °C

With tributylphosphine; iodine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;

DOI:10.1021/ja00224a029

Reference yield:

3-methyl-1-(phenylsulfinyl)but-2-ene (42185-88-6) → (2'E,3RS,4SR,RSSS)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (114718-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -70 deg C, 5 min, 2.) THF, -70 deg C

2: 82 percent / tributylphosphine, iodine / diethyl ether; hexamethylphosphoric acid triamide

3: m-chloroperoxybenzoic acid / CH₂Cl₂ / -60 °C

With tributylphosphine; iodine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;

DOI:10.1021/ja00224a029

upstream raw materials:

(2'E,3RS,4SR)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylthio)prop-2'-enyl>cyclopentanone

3-methyl-1-phenylsulfanylbut-2-ene

3-methyl-1-(phenylsulfinyl)but-2-ene

(2'E,3RS,4SR,S_SR_S)-3-(1,1-dimethylethoxy)-4-<1',1'-dimethyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

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