(1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

Base Information

Chemical Name:(1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one
CAS No.:262280-37-5
Molecular Formula:C₁₄H₁₅NO₃
Molecular Weight:245.278
Hs Code.:

Synonyms:(1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

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Chemical Property of (1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

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Technology Process of (1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

There total 3 articles about (1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one 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: 92.0%

: 168960-17-6
(1R,4S)-2-(p-Methoxybenzyl)-2-azabicyclo<2.2.1>-5-hepten-3-one

: 262280-37-5
(1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 8h; Heating;
DOI:10.1021/jm9904755

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 262280-37-5
(1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 1 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / Cooling with ice

2.2: 3 h / 0 - 20 °C

3.1: 3-chloro-benzenecarboperoxoic acid / chloroform / Reflux; Inert atmosphere

With hydrogenchloride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.9b00672

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 262280-37-5
(1R,4S,5R,6S)-5,6-epoxy-2-(4'-methoxybenzyl)-2-azabicyclo[2.2.1]heptan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / Cooling with ice

1.2: 3 h / 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / Reflux; Inert atmosphere

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/acsmedchemlett.9b00672