(1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

Base Information

Chemical Name:(1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol
CAS No.:114552-53-3
Molecular Formula:C₁₇H₂₄O₂S
Molecular Weight:292.442
Hs Code.:

(1R,2S,S<sub>S</sub>)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

Synonyms:(1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

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Chemical Property of (1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

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Technology Process of (1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

There total 4 articles about (1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-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: 89.0%

: 114552-49-7
(+)-(1R,2S,3R,4S)-1,7,7-Trimethyl-3-(benzylthio)bicyclo<2.2.1>heptan-2-ol

: 114552-53-3
(1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo00248a001

Reference yield:

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 114552-53-3
(1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium disopropylamine (LDA) / 1.) hexane, THF, -78 deg C, 1.5 h, 2.) HMPA, THF, hexane, -78 deg C, 2 h

2: 85 percent / diisobutylaluminum hydride / toluene; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 89 percent / m-chloroperbenzoic acid (m-CPBA) / tetrahydrofuran / 0.5 h / -78 °C

With diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00248a001

Reference yield:

: 114552-41-9
(1R)-exo-3-(benzylthio)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one

: 114552-53-3
(1R,2S,S_S)-exo-3-(benzylsulfinyl)-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / diisobutylaluminum hydride / toluene; CH₂Cl₂ / 0.5 h / Ambient temperature

2: 89 percent / m-chloroperbenzoic acid (m-CPBA) / tetrahydrofuran / 0.5 h / -78 °C

With diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo00248a001