(2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

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Chemical Name:(2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran
CAS No.:183505-76-2
Molecular Formula:C₄₄H₄₈O₁₀S
Molecular Weight:768.925
Hs Code.:

Synonyms:(2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

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Chemical Property of (2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

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Technology Process of (2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

There total 4 articles about (2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-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: 96.0%

: phenyl 2,3,4,6-tetra-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside

: 183505-76-2
(2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; -78 deg C, 2 h -> rt, 12 h;
DOI:10.1021/jo961613q

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 183505-76-2
(2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / dimethylformamide / rt, 4 h -> 100 deg C, 2 h

2: 96 percent / m-CPBA / CH₂Cl₂ / -78 deg C, 2 h -> rt, 12 h

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo961613q

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 183505-76-2
(2S,3R,4S,5R,6R)-2-Benzenesulfinyl-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) K₂CO₃, 2.) NaH / methanol

2: 74 percent / dimethylformamide / rt, 4 h -> 100 deg C, 2 h

3: 96 percent / m-CPBA / CH₂Cl₂ / -78 deg C, 2 h -> rt, 12 h

With sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo961613q