3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol

Base Information

Chemical Name:3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol
CAS No.:138448-92-7
Molecular Formula:C₁₇H₁₈BrNO₅
Molecular Weight:396.238
Hs Code.:

Synonyms:3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol

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Chemical Property of 3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol

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Technology Process of 3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol

There total 5 articles about 3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol 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: 74.0%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 138448-92-7
3-(benzyloxycarbonyl)-1-bromo-5,6-O-isopropylidene-2-oxa-3-azabicyclo<2.2.2>oct-7-ene-5,6-diol

Guidance literature:: With tetrabutylammonium periodite; In dichloromethane; for 1h;

Reference yield: 74.0%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 130669-75-9
(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 138448-92-7
(1R,2S,6S,7R,9S)-7-Bromo-4,4-dimethyl-3,5,8-trioxa-9-aza-tricyclo[5.2.2.0^2,6]undec-10-ene-9-carboxylic acid benzyl ester

Guidance literature:: With tetrabutylammonium periodite; In dichloromethane;
DOI:10.1021/ja00050a079

Reference yield:

: 108-86-1,52753-63-6
bromobenzene

: 138448-92-7
(1R,2S,6S,7R,9S)-7-Bromo-4,4-dimethyl-3,5,8-trioxa-9-aza-tricyclo[5.2.2.0^2,6]undec-10-ene-9-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Pseudomonas putida

2: DMP, p-TsOH

3: 74 percent / Bu₄NIO₄ / CH₂Cl₂

With phthalic acid dimethyl ester; tetrabutylammonium periodite; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1021/ja00050a079