methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

Base Information

Chemical Name:methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate
CAS No.:250137-80-5
Molecular Formula:C₁₅H₁₇NO₆
Molecular Weight:307.303
Hs Code.:

Synonyms:methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

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Chemical Property of methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

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Technology Process of methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

There total 3 articles about methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate 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: 82.0%

: 250138-05-7
(2R,6R/S)-(+)-(6-methoxy-4-p-methoxybenzyl-3-oxomorpholin-2-yl)-(R)-hydroxyacetic acid methyl ester

: 250137-80-5
methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

Guidance literature:: With sulfuric acid; In toluene; for 0.25h; Heating;
DOI:10.1021/jo9904967

Reference yield:

: 54879-77-5
N-(4-methoxybenzyl)aminoacetaldehyde dimethyl acetal

: 250137-80-5
methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / 1 h / 20 °C

2: thionyl chloride / 2 h / 50 °C

3: 82 percent / H₂SO₄*SiO₂ / toluene / 0.25 h / Heating

With thionyl chloride; sulfuric acid; In dichloromethane; toluene; 1: Acylation / 2: Cyclization / 3: Cyclization;
DOI:10.1021/jo9904967

Reference yield:

: 2,3-diacetoxy-N-(2,2-dimethoxy-ethyl)-N-(4-methoxy-benzyl)-succinamic acid

: 250137-80-5
methyl (1R,5S,7R)-3-(p-methoxybenzyl)-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 2 h / 50 °C

2: 82 percent / H₂SO₄*SiO₂ / toluene / 0.25 h / Heating

With thionyl chloride; sulfuric acid; In toluene; 1: Cyclization / 2: Cyclization;
DOI:10.1021/jo9904967