((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

Base Information

Chemical Name:((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane
CAS No.:364635-26-7
Molecular Formula:C₁₉H₂₉N₃O₅Si
Molecular Weight:407.542
Hs Code.:

Synonyms:((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

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Chemical Property of ((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

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Technology Process of ((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

There total 1 articles about ((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-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%

: 71020-96-7
6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 364635-26-7
((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

Guidance literature:: 6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose; With trimethylsilylazide; 4 A molecular sieve; In acetonitrile; at 0 ℃; for 0.0833333h;

trimethylsilyl trifluoromethanesulfonate; at 0 ℃; for 0.0833333h;
DOI:10.1016/S0957-4166(01)00223-3

Reference yield:

: 364635-26-7
((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

: ((3aR,6R,6aR)-4-Amino-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methanol

Guidance literature:: ((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane; With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h;

With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0957-4166(01)00223-3

Reference yield:

: 364635-26-7
((3aR,4R,6R,6aR)-4-Azido-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-trimethyl-silane

: (3aR,4S,6R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4-trimethylsilanyloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylamine

: (3aR,4R,6R,6aR)-6-Benzyloxymethyl-2,2-dimethyl-4-trimethylsilanyloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylamine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1016/S0957-4166(01)00223-3