(3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

Base Information

Chemical Name:(3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione
CAS No.:177186-29-7
Molecular Formula:C₂₄H₂₇NO₄
Molecular Weight:393.483
Hs Code.:

Synonyms:(3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

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Chemical Property of (3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

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Technology Process of (3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

There total 1 articles about (3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione 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: 90.0%

: 99439-87-9
(Z)-4-(phenylmethoxy)-2-butenyl methanesulfonate

: 174506-63-9
(6R,1'S)-6-methyl-4-(1'-phenylethyl)-1,4-morpholine-2,5-dione

: 177186-29-7
(3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

Guidance literature:: (6R,1'S)-6-methyl-4-(1'-phenylethyl)-1,4-morpholine-2,5-dione; With lithium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃;

(Z)-4-(phenylmethoxy)-2-butenyl methanesulfonate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/j.tetasy.2007.02.013

Reference yield:

: 177186-29-7
(3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

: 936845-16-8
3-(3-benzyloxymethyl-oxiranylmethyl)-6-methyl-4-(1-phenyl-ethyl)-morpholine-2,5-dione

Guidance literature:: With 3-chlorobenzoate; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetasy.2007.02.013

Reference yield:

: 177186-29-7
(3S,6R)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione

: (2S,4S,5R)-5-Benzyloxymethyl-4-(2-methoxy-propionyloxy)-1-((S)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 1M aq. NaOH, 2.) NaH

2: I₂ / tetrahydrofuran; H₂O / Ambient temperature

3: acetone; H₂O / 20 h / 80 °C

With sodium hydroxide; iodine; sodium hydride; In tetrahydrofuran; water; acetone;
DOI:10.1016/0957-4166(96)00150-4