(3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

Base Information

Chemical Name:(3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate
CAS No.:1301703-31-0
Molecular Formula:C₂₅H₂₅NO₇
Molecular Weight:451.476
Hs Code.:

Synonyms:(3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

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Chemical Property of (3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

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Technology Process of (3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

There total 3 articles about (3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate 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: 58.0%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 1301703-27-4
(3aS,7aR)-benzyl 2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

: 1301703-31-0
(3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

: 1301703-32-1
(3aR,4S,7R,7aS)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-7a,8-dicarboxylate

Guidance literature:: With tetrabutylammonium periodite; In dichloromethane; at -78 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c1cc10643k

Reference yield:

: 172877-74-6
(-)-(3aS,7aR)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylic acid

: 1301703-31-0
(3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2: tetrabutylammonium periodite / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

With tetrabutylammonium periodite; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c1cc10643k

Reference yield:

: 32359-20-9
(1S,2R)-1,2-dihydroxycyclohexa-3,5-diene-1-carboxylic acid

: 1301703-31-0
(3aR,4R,7S,7aR)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)-benzo[d][1,3]dioxole-3a,8-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / acetone

2: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

3: tetrabutylammonium periodite / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

With tetrabutylammonium periodite; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/c1cc10643k