(1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

Base Information

Chemical Name:(1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene
CAS No.:1415265-23-4
Molecular Formula:C₁₃H₁₃NO₃
Molecular Weight:231.251
Hs Code.:

Synonyms:(1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

Suppliers and Price of (1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

Chemical Property:

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Technology Process of (1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

There total 3 articles about (1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene 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:

: 124097-40-1
(2S)-(+)-2-hydroxy-2-phenylacetohydroxamic acid

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 1415265-23-4
(1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

: 126924-22-9
(1S,4R,αR-)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

Guidance literature:: With tetraethylammonium metaperiodate; In methanol; dichloromethane; at -60 - 20 ℃; diastereoselective reaction; Molecular sieve;
DOI:10.1016/j.tetasy.2012.09.005 DOI:10.1016/j.tetasy.2012.09.005

Reference yield:

: 1415265-20-1
(1R,4S)-2-oxa-3aza-bicyclo[2,2,1]hept-5-ene hydrochloride

: 611-71-2
(R)-Mandelic Acid

: 1415265-23-4
(1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

Guidance literature:: With triethylamine; dicyclohexyl-carbodiimide; In ethanol; for 16h; Cooling;
DOI:10.1016/j.tetasy.2012.09.005 DOI:10.1016/j.tetasy.2012.09.005

Reference yield:

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 1415265-23-4
(1R,4S,αR)-3-(α-hydroxyphenylacetyl)-2-oxa-3-aza-bicyclo[2,2,1]hept-5-ene

Guidance literature:: Multi-step reaction with 2 steps

1: (3aS,4S,6R,6aS)-4-Chloro-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-4-nitroso-tetrahydro-furo[3,4-d][1,3]dioxole / dichloromethane; ethanol / 0.5 h / -10 °C

2: dicyclohexyl-carbodiimide; triethylamine / ethanol / 16 h / Cooling

With triethylamine; dicyclohexyl-carbodiimide; (3aS,4S,6R,6aS)-4-Chloro-6-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-4-nitroso-tetrahydro-furo[3,4-d][1,3]dioxole; In ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2012.09.005 DOI:10.1016/j.tetasy.2012.09.005