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

Base Information

Chemical Name:(5R,8R,9R,10S)-1-aza-10-benzyloxy-8,9-dimethylmethylenedioxy-3,6-dioxaspiro[4.5]decan-2-thione
CAS No.:785803-48-7
Molecular Formula:C₁₇H₂₁NO₅S
Molecular Weight:351.423
Hs Code.:

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

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Chemical Property of (5R,8R,9R,10S)-1-aza-10-benzyloxy-8,9-dimethylmethylenedioxy-3,6-dioxaspiro[4.5]decan-2-thione

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Technology Process of (5R,8R,9R,10S)-1-aza-10-benzyloxy-8,9-dimethylmethylenedioxy-3,6-dioxaspiro[4.5]decan-2-thione

There total 6 articles about (5R,8R,9R,10S)-1-aza-10-benzyloxy-8,9-dimethylmethylenedioxy-3,6-dioxaspiro[4.5]decan-2-thione 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: 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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: aq. TFA

2.1: aq. HCl

2.2: H₂SO₄

With hydrogenchloride; trifluoroacetic acid;
DOI:10.1055/s-2004-830886

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: Bu₄NF*3H₂O / CH₂Cl₂ / 1 h / 20 °C

2.2: 83 percent / CH₂Cl₂ / 3 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0957-4166(01)00223-3