(5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone

Base Information

• Chemical Name: (5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone
• CAS No.: 906455-91-2
• Molecular Formula: C₂₈H₃₉N₃O₅
• Molecular Weight: 497.635

Synonyms:(5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone

Chemical Property of (5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone

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Technology Process of (5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone

There total 1 articles about (5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone 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: 61.0%

(S)-1-[(S)-3-Phenyl-2-((S)-2-undec-10-enoylamino-propionylamino)-propionyl]-pyrrolidine-2-carboxylic acid → (5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone (906455-91-2)

Guidance literature:

With p-benzoquinone; [1,2-bis-(phenylsulfinyl)ethane]palladium(II) acetate; In dichloromethane; at 45 ℃; for 72h;

DOI:10.1021/ja063096r

Reference yield:

(5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone (906455-91-2) → (S)-1-{(S)-2-[(S)-2-(9-Hydroxy-undec-10-enoylamino)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid

Guidance literature:

With lithium hydroxide; In methanol; water; at 45 ℃; for 72h;

DOI:10.1021/ja063096r

Reference yield:

(5S,8S,20aS)-5-Benzyl-8-methyl-18-vinyl-hexadecahydro-19-oxa-3a,6,9-triaza-cyclopentacyclononadecene-4,7,10,20-tetraone (906455-91-2) → (S)-1-{(S)-2-[(S)-2-(9-Hydroxy-undec-10-enoylamino)-propionylamino]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH / methanol; H₂O / 72 h / 45 °C

2: diethyl ether / 0.5 h / 0 °C

With lithium hydroxide; In methanol; diethyl ether; water;

DOI:10.1021/ja063096r

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