(5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

Base Information

• Chemical Name: (5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone
• CAS No.: 178267-91-9
• Molecular Formula: C₂₅H₃₃N₅O₇
• Molecular Weight: 515.566

Synonyms:(5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

Chemical Property of (5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

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Technology Process of (5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

There total 1 articles about (5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone 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: 36.0%

astin B → (5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone (178267-91-9) + (5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-dodecahydro-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone + (2S,5S,9R,12S,15S,17aS)-2-Chloro-5-ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-dodecahydro-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

Guidance literature:

With azobisisobutyronitrile; tri-n-butyl-tin hydride; In tetrahydrofuran; at 100 ℃; for 12h;

DOI:10.1248/cpb.44.1026

Reference yield: 34.0%

(5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone (178267-91-9) → (1R,2R,5S,9R,12S,15S,17aR)-1,2-Dibromo-5-ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-dodecahydro-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

Guidance literature:

With bromine; In 1,4-dioxane; for 12h; Ambient temperature;

DOI:10.1248/cpb.44.1026

Reference yield:

(5S,9R,12S,15S,17aS)-5-Ethyl-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-3,5,6,9,10,12,13,15,16,17a-decahydro-8H-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone (178267-91-9) → (1R,2S,5S,9R,12S,15S,17aS)-5-Ethyl-1,2-dihydroxy-15-((S)-1-hydroxy-ethyl)-12-hydroxymethyl-9-phenyl-dodecahydro-3a,6,10,13,16-pentaaza-cyclopentacyclohexadecene-4,7,11,14,17-pentaone

Guidance literature:

With pyridine; osmium(VIII) oxide; sodium hydrogensulfite; Yield given. Multistep reaction; 1.) dioxane, n-BuOH, RT, 12 h, 2.) dioxane, n-BuOH, 20 min;

DOI:10.1248/cpb.44.1026

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