(2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman

Base Information

• Chemical Name: (2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman
• CAS No.: 1192216-84-4
• Molecular Formula: C₂₉H₄₂O₃SSi
• Molecular Weight: 498.802

Synonyms:(2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman

Chemical Property of (2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman

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Technology Process of (2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman

There total 2 articles about (2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman 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: 73.0%

6-(tert-butyldimethylsilyloxy)-2-methoxy-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman + allyl-trimethyl-silane (762-72-1) → (2R)-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-(p-tolylthiomethyl)chroman (1192216-87-7) + (2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman (1192216-84-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 - 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol9020783

Reference yield:

6-(tert-butyldimethylsilyloxy)-2-methoxy-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman + allyl-trimethyl-silane (762-72-1) → (2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman (1192216-84-4) + (2R)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol9020783

Reference yield: 100.0%

(2S)-2-allyl-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman (1192216-84-4) → (2S)-2-allyl-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman-6-ol (1192216-88-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

DOI:10.1021/ol9020783

upstream raw materials:

allyl-trimethyl-silane

Downstream raw materials:

(2S)-2-allyl-5,7,8-trimethyl-2-((S)-p-tolylsulfinylmethyl)chroman-6-ol

(2S)-6-(tert-butyldimethylsilyloxy)-5,7,8-trimethyl-2-(4,8,12-trimethyltridec-2-enyl)-2-((S)-p-tolylsulfinylmethyl)chroman

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