(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol
CAS No.:185446-93-9
Molecular Formula:C₂₈H₃₂O₅S
Molecular Weight:480.625
Hs Code.:

Synonyms:(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

There total 3 articles about (2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-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: 87.0%

: 65827-59-0
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

: 624-92-0
Dimethyldisulphide

: 185446-93-9
(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran;

Reference yield:

: 129163-10-6
methyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 185446-93-9
(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1039/b004522p

Reference yield:

: 85993-78-8
2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranosyl chloride

: 185446-93-9
(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: butyllithium / tetrahydrofuran

2: MeONa / methanol

With n-butyllithium; sodium methylate; In tetrahydrofuran; methanol; 1: Substitution / 2: Deacetylation;
DOI:10.1039/b004522p