[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

Base Information

Chemical Name:[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine
CAS No.:305815-87-6
Molecular Formula:C₂₃H₂₇NO₇S
Molecular Weight:461.536
Hs Code.:

Synonyms:[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

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Chemical Property of [3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

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Technology Process of [3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

There total 4 articles about [3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine 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: 89.0%

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

: 305815-86-5
[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-4,5-dihydroxy-3-methyl-6-(p-tolylsulfonyl)-1,2-oxazine

: 305815-87-6
[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 12h;
DOI:10.1021/ol0063611

Reference yield:

: 88818-16-0
benzyl nitrosoformat

: 305815-87-6
[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / CH₂Cl₂ / 4 h / 0 °C

2: 42 percent / OsO₄; NMO / acetone; H₂O / 48 h / 20 °C

3: 89 percent / PTSA / acetone / 12 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; toluene-4-sulfonic acid; In dichloromethane; water; acetone; 1: Diels-Alder cycloaddition / 2: Oxidation / 3: Cyclization;
DOI:10.1021/ol0063611

Reference yield:

: 139024-87-6
(1E,3E)-(+)-(R)-1-(p-tolylsulfinyl)-1,3-pentadiene

: 305815-87-6
[3S,4S,5S,6R]-N-benzyloxycarbonyl-3,4,5,6-tetrahydro-3-methyl-4,5-(dimethylmethylenedioxy)-6-(p-tolylsulfonyl)-1,2-oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / CH₂Cl₂ / 4 h / 0 °C

2: 42 percent / OsO₄; NMO / acetone; H₂O / 48 h / 20 °C

3: 89 percent / PTSA / acetone / 12 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; toluene-4-sulfonic acid; In dichloromethane; water; acetone; 1: Diels-Alder cycloaddition / 2: Oxidation / 3: Cyclization;
DOI:10.1021/ol0063611