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

Base Information

Chemical Name:(2R,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran
CAS No.:512171-20-9
Molecular Formula:C₃₆H₃₈O₅S
Molecular Weight:582.761
Hs Code.:

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

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

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

There total 5 articles about (2R,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran 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: 80.0%

: 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

: 512171-20-9
(2R,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/ja021288q

Reference yield:

: 100-39-0
benzyl bromide

: 512171-20-9
(2R,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 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

4: 80 percent / NaH / dimethylformamide / 12 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:

: 159407-19-9
phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 512171-20-9
(2R,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 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

4: 80 percent / NaH / dimethylformamide / 12 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