(3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

Base Information

Chemical Name:(3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine
CAS No.:364635-36-9
Molecular Formula:C₁₉H₃₁NO₅Si
Molecular Weight:381.544
Hs Code.:

Synonyms:(3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

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Chemical Property of (3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

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Technology Process of (3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

There total 2 articles about (3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine 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:

: 364635-35-8
((3aR,6R,7S,7aR)-6-Azido-7-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy)-trimethyl-silane

: 364635-36-9
(3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h;
DOI:10.1016/S0957-4166(01)00223-3

Reference yield:

: 85458-76-0
3-O-Benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

: 364635-36-9
(3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: TMSN₃; 4A molecular sieves / acetonitrile / 0.08 h / 0 °C

1.2: 85 percent / 0.08 h / 0 °C

2.1: H₂ / Pd/C / methanol / 2 h / 20 °C

With trimethylsilylazide; 4 A molecular sieve; hydrogen; palladium on activated charcoal; In methanol; acetonitrile;
DOI:10.1016/S0957-4166(01)00223-3

Reference yield: 83.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 364635-36-9
(3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine

: 785803-48-7
(5R,8R,9R,10S)-1-aza-10-benzyloxy-8,9-dimethylmethylenedioxy-3,6-dioxaspiro[4.5]decan-2-thione

Guidance literature:: (3aR,6R,7S,7aR)-7-Benzyloxy-2,2-dimethyl-6-trimethylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylamine; With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃; for 1h;

1,1'-Thiocarbonyldiimidazole; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/S0957-4166(01)00223-3