dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

Base Information

Chemical Name:dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate
CAS No.:1198767-80-4
Molecular Formula:C₂₈H₃₂N₂O₇
Molecular Weight:508.571
Hs Code.:

Synonyms:dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

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Chemical Property of dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

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Technology Process of dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

There total 6 articles about dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate 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%

: 82509-76-0
dibenzyl (3aS,4R,5S,7R,7aS)-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

: 1198767-80-4
dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 50 ℃; for 1h; Inert atmosphere;
DOI:10.1002/cbic.201000591

Reference yield:

: 55728-75-1
1,3,2',6'-tetrakis(N-benzyloxycarbonyl)-5,6-O-cyclohexylideneneamine

: 1198767-80-4
dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium periodate / methanol / 0 - 25 °C / Inert atmosphere; Darkness

1.2: 13 h / 40 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 50 °C / Inert atmosphere

With sodium periodate; sodium hydrogencarbonate; Dess-Martin periodane; In methanol; dichloromethane; 2.1: Dess-Martin oxidation;
DOI:10.1002/cbic.201000591

Reference yield:

: 22854-75-7
N,N',N'',N'''-tetra(benzyloxycarbonyl)neamine

: 1198767-80-4
dibenzyl (3aS,4R,5S,7R,7aS)-4-oxohexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 5 h / 50 °C / Inert atmosphere

1.2: 1 h / 50 °C

1.3: 20 °C

2.1: sodium periodate / methanol / 0 - 25 °C / Inert atmosphere; Darkness

2.2: 13 h / 40 °C / Inert atmosphere

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1 h / 50 °C / Inert atmosphere

With sodium periodate; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Dess-Martin oxidation;
DOI:10.1002/cbic.201000591