(2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

Base Information

Chemical Name:(2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene
CAS No.:1037069-54-7
Molecular Formula:C₂₃H₃₄ClNO₂S
Molecular Weight:424.047
Hs Code.:

Synonyms:(2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

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Chemical Property of (2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

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Technology Process of (2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

There total 6 articles about (2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene 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: 68.0%

: 1037069-39-8
(2R,5R,6S)-5,6-diisopropyl-2-(pent-4-enyl)-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-5,6-dihydro-2H-pyran-2-ol

: 1037069-54-7
(2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

: 1037069-55-8
(2S,3R,6R,9S)-9-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl]-1-oxaspiro[5.5]undec-4-ene

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201301461

Reference yield: 68.0%

: 1037069-39-8
(2R,5R,6S)-5,6-diisopropyl-2-(pent-4-enyl)-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-5,6-dihydro-2H-pyran-2-ol

: 1037069-54-7
(2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

: (2S,3R)-9-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 ℃; for 2h; Overall yield = 80 %; Overall yield = 129 mg; diastereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201301461

Reference yield:

: C₂₉H₅₁NO₃SSi

: 1037069-54-7
(2S,3R,6S,8S)-8-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl](phenylsulfonyl)-1-oxaspiro[5.5]undec-4-ene

: 1037069-55-8
(2S,3R,6R,9S)-9-chloro-2,3-diisopropyl-5-[(R)-N-methyl-S-phenylsulfonimidoyl]-1-oxaspiro[5.5]undec-4-ene

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique

2: acetic acid; hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere; Schlenk technique

3: titanium tetrachloride / dichloromethane / 2 h / -78 °C / Inert atmosphere; Schlenk technique

With hydrogenchloride; titanium tetrachloride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/ejoc.201301461