(1'R^*,2'E,3R^*,4S^*,S^*_S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

Base Information

• Chemical Name: (1'R^*,2'E,3R^*,4S^*,S^*_S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone
• CAS No.: 110770-73-5
• Molecular Formula: C₂₃H₃₄O₃S
• Molecular Weight: 390.587

Synonyms:(1'R^*,2'E,3R^*,4S^*,S^*_S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

Chemical Property of (1'R^*,2'E,3R^*,4S^*,S^*_S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

Chemical Property:

Purity/Quality:

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Technology Process of (1'R^*,2'E,3R^*,4S^*,S^*_S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone

There total 4 articles about (1'R^*,2'E,3R^*,4S^*,S^*_S)-3-t-butoxy-4-<1'-pentyl-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:

1-phenylthio-2-octene (84019-03-4) → (1'R*,2'E,3R*,4S*,S*S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (110770-73-5)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/ja00224a029

Reference yield:

1-(phenylsulfinyl)oct-2-ene (84019-04-5,130061-07-3) + 4-tert-butoxycyclopent-2-en-1-one (73448-15-4) → (4S,5R)-4-{(S)-1-[(E)-2-((R)-Benzenesulfinyl)-2-((S)-4-tert-butoxy-1-hydroxy-cyclopent-2-enyl)-vinyl]-hexyl}-5-tert-butoxy-dihydro-furan-2-one + (1'RS,2'E,3RS,4SR,SSRS)-3-(1,1-dimethylethoxy)-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (110716-82-0) + (1'R*,2'E,3R*,4S*,S*S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (110770-73-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)98553-8

Reference yield:

1-(phenylsulfinyl)oct-2-ene (84019-04-5,130061-07-3) + 4-tert-butoxycyclopent-2-en-1-one (73448-15-4) → (1'RS,2'E,3RS,4SR,SSRS)-3-(1,1-dimethylethoxy)-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (110716-82-0) + (1'R*,2'E,3R*,4S*,S*S)-3-t-butoxy-4-<1'-pentyl-3'-(phenylsulfinyl)prop-2'-enyl>cyclopentanone (110770-73-5)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -70 deg C, 5 min, 2.) THF, -70 deg C;

DOI:10.1021/ja00224a029

upstream raw materials:

(E)-1-(phenylsulfinyl)oct-2-ene

4-tert-butoxycyclopent-2-en-1-one

1-(phenylsulfinyl)oct-2-ene

1-phenylthio-2-octene

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