(2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

Base Information

Chemical Name:(2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate
CAS No.:1333395-89-3
Molecular Formula:C₂₆H₂₅BrO₆
Molecular Weight:513.385
Hs Code.:

Synonyms:(2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

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Chemical Property of (2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

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Technology Process of (2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

There total 2 articles about (2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate 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: 45.0%

: 1333395-79-1
(2R,3R)-ethyl 2-((E)-3-bromostyryl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

: 1333395-89-3
(2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1021/ol2021274

Reference yield:

: 1333395-91-7
1-(naphthalen-2-ylmethoxy)propan-2-one

: 1333395-89-3
(2R,3R)-ethyl 2-((2S,3R)-3-(3-bromophenyl)oxiran-2-yl)-2-hydroxy-3-(naphthalen-2-ylmethoxy)-4-oxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid; 9-amino-9-deoxyepicinchonine / tetrahydrofuran / 48 h / 20 °C / Sealed tube

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 48 h / 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 9-amino-9-deoxyepicinchonine; In tetrahydrofuran; dichloromethane; 1: Aldol condensation;
DOI:10.1021/ol2021274