(R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

Base Information

Chemical Name:(R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol
CAS No.:1323994-24-6
Molecular Formula:C₂₇H₃₀O₄S
Molecular Weight:450.599
Hs Code.:

Synonyms:(R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

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Chemical Property of (R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

Chemical Property:

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Technology Process of (R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

There total 3 articles about (R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-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:

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 1323994-23-5
6-(benzyloxy)-5,7,8-trimethylchroman-2-one

: 1323994-24-6
(R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

: 1323994-26-8
(SR,SR)-2-[4-(p-tolylsulfinyl)-3-[(ptolylsulfinyl)methyl]-3-hydroxybutyl]-4-(benzyloxy)-3,5,6-trimethyl phenol

Guidance literature:: (R)-methyl p-tolyl sulfoxide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - -40 ℃; Inert atmosphere;

6-(benzyloxy)-5,7,8-trimethylchroman-2-one; In tetrahydrofuran; hexane; at -78 ℃; for 1h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/ejoc.201100436

Reference yield:

: 700-13-0
Trimethylhydroquinone

: 1323994-24-6
(R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

: 1323994-26-8
(SR,SR)-2-[4-(p-tolylsulfinyl)-3-[(ptolylsulfinyl)methyl]-3-hydroxybutyl]-4-(benzyloxy)-3,5,6-trimethyl phenol

Guidance literature:: Multi-step reaction with 3 steps

1.1: amberlyst 15 / toluene / Inert atmosphere; Reflux

2.1: potassium carbonate / acetone / Inert atmosphere

2.2: 15 h / Inert atmosphere

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / -78 - -40 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; diisopropylamine; In tetrahydrofuran; hexane; acetone; toluene;
DOI:10.1002/ejoc.201100436

Reference yield:

: 40740-31-6
6-hydroxy-5,7,8-trimethylchroman-2-one

: 1323994-24-6
(R(S))-6-(benzyloxy)-5,7,8-trimethyl-2-[(p-tolylsulfinyl)methyl]-chroman-2-ol

: 1323994-26-8
(SR,SR)-2-[4-(p-tolylsulfinyl)-3-[(ptolylsulfinyl)methyl]-3-hydroxybutyl]-4-(benzyloxy)-3,5,6-trimethyl phenol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / Inert atmosphere

1.2: 15 h / Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / -78 - -40 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; diisopropylamine; In tetrahydrofuran; hexane; acetone;
DOI:10.1002/ejoc.201100436