{(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol

Base Information

• Chemical Name: {(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol
• CAS No.: 196309-50-9
• Molecular Formula: C₂₉H₄₂O₅Si
• Molecular Weight: 498.735

Synonyms:{(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol

Chemical Property of {(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol

Chemical Property:

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Technology Process of {(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol

There total 1 articles about {(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol 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: 78.0%

tert-butylchlorodiphenylsilane (58479-61-1) + [(2S,3R)-3-((2R,3S)-2-Hydroxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-2-yl]-methanol (196309-46-3) → {(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol (196309-50-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1055/s-1997-969

Reference yield:

{(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol (196309-50-9) → tert-Butyl-[(2R,3S)-3-((2S,3R)-2-methyl-2-vinyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane (196309-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) COCl₂, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 2.) CH₂Cl₂

2: toluene; tetrahydrofuran

With dimethyl sulfoxide; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1055/s-1997-969

Reference yield:

{(2S,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-yl}-methanol (196309-50-9) → (2R,3R)-3-[(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:

With dimethyl sulfoxide; triethylamine; Multistep reaction; 1.) CH₂Cl₂, 2.) CH₂Cl₂;

DOI:10.1055/s-1997-969

upstream raw materials:

tert-butylchlorodiphenylsilane

[(2S,3R)-3-((2R,3S)-2-Hydroxymethyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-2-yl]-methanol

Downstream raw materials:

tert-Butyl-[(2R,3S)-3-((2S,3R)-2-methyl-2-vinyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethoxy]-diphenyl-silane

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