(1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

Base Information

Chemical Name:(1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol
CAS No.:1613260-78-8
Molecular Formula:C₁₆H₂₀O₃S
Molecular Weight:292.399
Hs Code.:

Synonyms:(1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

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Chemical Property of (1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

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Technology Process of (1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

There total 5 articles about (1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-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: 95.0%

: (1R,2S,4S,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-one

: 1613260-78-8
(1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 1.5h; diastereoselective reaction;
DOI:10.1002/ejoc.201301814

Reference yield:

: 143810-74-6
(Ss)-2-(p-tolylsulfinyl)-furane

: 1613260-78-8
(1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: copper; sodium iodide / acetonitrile / 29 h / 0 - 60 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 1.5 h / 20 °C

With sodium tetrahydroborate; copper; sodium iodide; In methanol; acetonitrile;
DOI:10.1002/ejoc.201301814

Reference yield:

: (1R,2S,4S,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-one

: 1613260-78-8
(1R,2S,3S,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

: 1613260-79-9
(1R,2S,3R,4R,5R)-2,4-dimethyl-1-[(S)-p-tolylsulfinyl]-8-oxabicyclo[3.2.1]oct-6-en-3-ol

Guidance literature:: With diisobutylaluminium hydride; zinc(II) chloride; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201301814