[(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Base Information

• Chemical Name: [(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol
• CAS No.: 81444-68-0
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.392

Synonyms:[(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Chemical Property of [(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Chemical Property:

Purity/Quality:

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Technology Process of [(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

There total 36 articles about [(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-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: 95.0%

(2S,3R,6S,7S)-4-(benzyloxy)-7,8-epoxy-2,6-dimethyl-3-octanol (80109-44-0) → [(2R,3S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol (81444-68-0)

Guidance literature:

With camphor-10-sulfonic acid; at 25 ℃;

DOI:10.1021/ja00413a036

Reference yield: 92.0%

(2S,3R,6S)-1-Benzyloxy-2-methyl-6-(R)-oxiranyl-heptan-3-ol (80109-44-0,81422-88-0,81422-89-1) → [(2S,3R,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol (81380-09-8,81444-68-0,148409-71-6)

Guidance literature:

With acetic acid; for 48h; Ambient temperature;

DOI:10.1139/v82-016

Reference yield: 90.0%

(2S,3S,6S)-1-Benzyloxy-2-methyl-6-(R)-oxiranyl-heptan-3-ol (80109-44-0,81422-88-0,81422-89-1) → [(2R,3S,6S)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol (81380-09-8,81444-68-0,148409-71-6)

Guidance literature:

With acetic acid; for 48h; Ambient temperature;

DOI:10.1139/v82-016

upstream raw materials:

(2S,3R,6S,7S)-4-(benzyloxy)-7,8-epoxy-2,6-dimethyl-3-octanol

(2S,3S)-erythro-3-methylbutane-1,2,4-triol

(βS,4S)-β,2,3-trimethyl-1,3-dioxolane-4-ethanol

(2S,3S)-4-(benzyloxy)-2-(tert-butyldiphenylsiloxy)-3-methylbutyraldehyde

Downstream raw materials:

(2R,3S,6R)-6-<(1S)-2-(benzyloxy)-1-methylethyl>tetrahydro-3-methyl-2H-pyran-2-carboxaldehyde

(R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1R,3aS,4R,5S,7aR)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester

(R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1S,3aR,4S,5R,7aS)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester

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