((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane
CAS No.:106220-90-0
Molecular Formula:C₂₂H₃₈O₆Si
Molecular Weight:426.626
Hs Code.:

Synonyms:((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

There total 2 articles about ((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane 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: 90.0%

: 106220-89-7
methyl 6-O-benzyl-2,3-di-O-methyl-α-D-glucopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 106220-90-0
((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: With dmap; triethylamine; In N,N-dimethyl-formamide; for 36h;
DOI:10.1016/S0040-4020(01)90570-8

Reference yield:

: 3013-58-9,3051-89-6,4261-46-5,6748-99-8,13035-20-6,13502-46-0,22893-88-5,35311-32-1,53767-28-5,56586-53-9,56586-54-0,69744-11-2,94480-09-8,120200-48-8,120200-49-9,120200-50-2,120200-52-4
methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-glucopyranoside

: 106220-90-0
((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / triethylamine-borone, AlCl₃ / tetrahydrofuran / 7 h / Ambient temperature

2: 90 percent / Et₃N, dimethylaminopyridine / dimethylformamide / 36 h

With dmap; aluminium trichloride; triethylamine-borone; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90570-8

Reference yield:

: 106220-90-0
((2R,3R,4R,5R,6S)-2-Benzyloxymethyl-4,5,6-trimethoxy-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

: 106221-15-2
(2R,4R,4aR,6S,7R,8S,8aS)-6,7,8-Trimethoxy-2-phenyl-4-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / H₂ / 5percent palladium hydroxide on carbon / methanol / 1.5 h

2: 89 percent / oxalyl chloride, dimethylsulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 8.2 g / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

5: 80 percent / CSA / CH₂Cl₂ / 24 h

With oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)90570-8