(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol
CAS No.:169396-75-2
Molecular Formula:C₃₇H₄₄O₆Si
Molecular Weight:612.838
Hs Code.:

Synonyms:(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

Chemical Property:

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Technology Process of (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

There total 2 articles about (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-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: 42.0%

: 6988-40-5,17791-36-5,29388-46-3,31873-34-4,33164-03-3,52526-60-0,61117-12-2,87392-25-4,117605-35-3,51842-19-4
methyl 2,3-di-O-benzyl-α-D-mannopyranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 169396-75-2
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 25 ℃; for 8h;
DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

: 7177-79-9,13035-24-0,13225-19-9,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,129170-92-9,108739-87-3
methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 169396-75-2
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / 60percent aq. AcOH / 0.75 h / 80 °C

2: 42 percent / imidazole / tetrahydrofuran / 8 h / 25 °C

With 1H-imidazole; acetic acid; In tetrahydrofuran;
DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

: 169396-75-2
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-ol

: 7468-45-3
methyl 4-O-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 25 deg C, 8 h

2: 80 percent / HF, pyridine / tetrahydrofuran / 8 h / 25 °C

3: 80 percent / H₂ / 10percent Pd/C / methanol / 5 h / 25 °C / 760 Torr

With pyridine; hydrogen fluoride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(96)00178-2