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

Base Information

• Chemical Name: (3R,6S)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione
• CAS No.: 176966-49-7
• Molecular Formula: C₂₄H₂₇NO₄
• Molecular Weight: 393.483

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

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

Chemical Property:

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

There total 1 articles about (3R,6S)-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:

(Z)-4-(phenylmethoxy)-2-butenyl methanesulfonate (99439-87-9) + (6S,1'S)-6-methyl-4-(1'-phenylethyl)-1,4-morpholine-2,5-dione (174591-35-6) → (3R,6S)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione (176966-49-7)

Guidance literature:

With lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.) THF, -45 deg C, 2.) THF;

DOI:10.1016/0957-4166(96)00079-1

Reference yield: 95.0%

(3R,6S)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione (176966-49-7) → (Z)-(R)-6-Benzyloxy-2-((S)-1-phenyl-ethylamino)-hex-4-enoic acid amide (176966-50-0)

Guidance literature:

With ammonia; In ethanol; at 0 ℃; for 0.5h;

DOI:10.1016/0957-4166(96)00079-1

Reference yield:

(3R,6S)-3-(4'-benzyloxy-(2'Z)-butenyl)-6-methyl-4-[(S)-phenethyl]-morpholine-2,5-dione (176966-49-7) → 3-(3-benzyloxymethyl-oxiranylmethyl)-6-methyl-4-(1-phenyl-ethyl)-morpholine-2,5-dione (936845-06-6)

Guidance literature:

With 3-chlorobenzoate; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetasy.2007.02.013

upstream raw materials:

(Z)-4-(phenylmethoxy)-2-butenyl methanesulfonate

(6S,1'S)-6-methyl-4-(1'-phenylethyl)-1,4-morpholine-2,5-dione

Downstream raw materials:

(Z)-(R)-6-Benzyloxy-2-((S)-1-phenyl-ethylamino)-hex-4-enoic acid amide

(Z)-(R)-6-Benzyloxy-2-[((S)-2-methoxy-propionyl)-((S)-1-phenyl-ethyl)-amino]-hex-4-enoic acid methyl ester

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

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

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