(2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol
CAS No.:190782-07-1
Molecular Formula:C₂₇H₄₀O₆Si
Molecular Weight:488.697
Hs Code.:

Synonyms:(2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

There total 1 articles about (2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-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: 97.0%

: 53685-11-3,58341-66-5,86342-20-3,95015-48-8,100662-78-0,51842-27-4
methyl 2,6-di-O-benzyl-β-D-galactopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 190782-07-1
(2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: With dmap; triethylamine; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00141-9

Reference yield: 85.0%

: 190782-07-1
(2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

: 190782-08-2
(2R,4R,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-dihydro-pyran-3-one

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0957-4166(97)00141-9

Reference yield:

: 190782-07-1
(2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

: 190782-09-3
(2R,3R,4S,6S)-3-Benzyloxy-6-benzyloxymethyl-2-methoxy-5-methylene-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / PCC, 4A MS / CH₂Cl₂ / 0.5 h / Ambient temperature

2: tetrahydrofuran / -60 deg C to RT

3: aq. HF / tetrahydrofuran / 24 h / Ambient temperature

With hydrogen fluoride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)00649-2