(2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester
CAS No.:1259403-55-8
Molecular Formula:C₁₄H₁₉NO₄
Molecular Weight:265.309
Hs Code.:

Synonyms:(2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

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Chemical Property of (2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

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Technology Process of (2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

There total 2 articles about (2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester 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: 50.0%

: 67-56-1
methanol

: 1259403-54-7
C₁₃H₁₇NO₄

: 1259403-55-8
(2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

Guidance literature:: for 4.5h; Acidic conditions; Reflux;
DOI:10.1016/j.tetlet.2010.09.103

Reference yield:

: 70-11-1
α-bromoacetophenone

: 1259403-55-8
(2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 6 h / 20 °C

2: thionyl chloride / 4.5 h / Reflux

With thionyl chloride; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one;
DOI:10.1039/c0ob00357c

Reference yield: 92.0%

: 1259403-55-8
(2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester

: 103321-52-4
(S)-N-(fluoren-9-ylmethoxycarbonyl)prolyl chloride

: C₁₈H₂₀N₂O₂

Guidance literature:: (2R,3S,6S)-6-methoxy-2-methyl-6-phenyl-morpholine-3-carboxylic acid methyl ester; (S)-N-(fluoren-9-ylmethoxycarbonyl)prolyl chloride; With 2,6-dimethylpyridine; In toluene; at 60 ℃; for 2h;

With toluene-4-sulfonic acid; In toluene; for 2h; Reflux;

With diethylamine; In toluene; acetonitrile; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2010.09.103