((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane
CAS No.:905578-50-9
Molecular Formula:C₂₅H₄₀O₆Si
Molecular Weight:464.674
Hs Code.:

Synonyms:((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

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Technology Process of ((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

There total 6 articles about ((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-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: 85.0%

: 864277-19-0
(3aR,6S,7S,7aR)-2-Benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-hexahydro-furo[3,2-b]pyran-6,7-diol

: 77-76-9
2,2-dimethoxy-propane

: 905578-50-9
((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃;
DOI:10.1016/j.tetlet.2005.06.093

Reference yield:

: 864277-16-7
Acetic acid (3R,6R)-6-(2-benzyloxymethyl-allyl)-3,6-dihydro-2H-pyran-3-yl ester

: 905578-50-9
((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / MeSO2NH2; AD mixβ / 2-methyl-propan-2-ol; H2O / 0 - 20 °C

2.1: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 0 °C

3.1: 92 percent / K₂CO₃ / methanol / 20 °C

4.1: m-CPBA / CH₂Cl₂; aq. phosphate buffer / 0 - 20 °C / pH 7

4.2: 89 percent / SiO₂

5.1: 85 percent / CSA / CH₂Cl₂ / 0 °C

With dmap; methanesulfonamide; camphor-10-sulfonic acid; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; phosphate buffer; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2005.06.093

Reference yield:

: 864277-17-8
Acetic acid (3R,6R)-6-(3-benzyloxy-2-hydroxy-2-hydroxymethyl-propyl)-3,6-dihydro-2H-pyran-3-yl ester

: 905578-50-9
((3aS,5aR,8aS,8bS)-7-Benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[2,3-b]pyran-7-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 0 °C

2.1: 92 percent / K₂CO₃ / methanol / 20 °C

3.1: m-CPBA / CH₂Cl₂; aq. phosphate buffer / 0 - 20 °C / pH 7

3.2: 89 percent / SiO₂

4.1: 85 percent / CSA / CH₂Cl₂ / 0 °C

With dmap; camphor-10-sulfonic acid; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; phosphate buffer; dichloromethane;
DOI:10.1016/j.tetlet.2005.06.093