((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

Base Information

Chemical Name:((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol
CAS No.:197164-80-0
Molecular Formula:C₄₀H₅₂O₅S
Molecular Weight:644.916
Hs Code.:

Synonyms:((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

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Chemical Property of ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

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Technology Process of ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

There total 6 articles about ((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-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: 76.0%

: 197164-78-6
tert-Butyl-dimethyl-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-silane

: 197164-80-0
((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

Guidance literature:: In water; acetic acid; at 60 ℃; for 18h;
DOI:10.1021/jo971233k

Reference yield:

: Dicyclohexyl-methanethiol

: 197164-80-0
((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 49 percent / TMSOTf / CH₂Cl₂ / 16 h / Ambient temperature

2: 100 percent / NaOMe / CH₂Cl₂; methanol / 3 h

3: 76 percent / pyridine / 18 h / Ambient temperature

4: 92 percent / NaH / dimethylformamide / 18 h / Ambient temperature

5: 76 percent / acetic acid; H₂O / 18 h / 60 °C

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; In pyridine; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo971233k

Reference yield:

: 171503-78-9
Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-4-yl ester

: 197164-80-0
((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-dicyclohexylmethylsulfanyl-tetrahydro-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaOMe / CH₂Cl₂; methanol / 3 h

2: 76 percent / pyridine / 18 h / Ambient temperature

3: 92 percent / NaH / dimethylformamide / 18 h / Ambient temperature

4: 76 percent / acetic acid; H₂O / 18 h / 60 °C

With sodium methylate; sodium hydride; In pyridine; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo971233k