(2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol
CAS No.:512171-19-6
Molecular Formula:C₂₂H₂₆O₅S
Molecular Weight:402.511
Hs Code.:

Synonyms:(2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

There total 4 articles about (2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-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: 99.0%

: 196697-67-3
(2R,4aR,6R,7S,8S,8aR)-8-Allyloxy-7-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 512171-19-6
(2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: With methanol; camphor-10-sulfonic acid; at 20 ℃; for 3h;
DOI:10.1021/ja021288q

Reference yield:

: 100-39-0
benzyl bromide

: 512171-19-6
(2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / Bu₄NHSO₄; aq. NaOH / CH₂Cl₂ / 12 h / 45 °C

2: 95 percent / NaH / dimethylformamide / 12 h / 20 °C

3: 99 percent / CSA; MeOH / 3 h / 20 °C

With methanol; sodium hydroxide; camphor-10-sulfonic acid; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja021288q

Reference yield:

: 158716-08-6
phenyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside

: 512171-19-6
(2R,3R,4S,5S,6R)-4-Allyloxy-5-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NaH / dimethylformamide / 12 h / 20 °C

2: 99 percent / CSA; MeOH / 3 h / 20 °C

With methanol; camphor-10-sulfonic acid; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/ja021288q