(6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Base Information

Chemical Name:(6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide
CAS No.:129882-29-7
Molecular Formula:C₃₄H₃₇N₅O₆
Molecular Weight:611.698
Hs Code.:

(6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

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Chemical Property of (6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

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Technology Process of (6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

There total 3 articles about (6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide 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: 83.0%

: 57123-71-4
6-demethyl-9,10-dihydroergotamine

: 108-24-7
acetic anhydride

: 129882-29-7
(6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Guidance literature:: In pyridine; for 1h; Ambient temperature;

Reference yield:

: 129882-18-4
(6aR,9R,10aR)-7-Cyano-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

: 129882-29-7
(6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / H₂ / Raney Ni / dioxane; H₂O / 4 h / 40 °C / 760 Torr

2: 83 percent / pyridine / 1 h / Ambient temperature

With hydrogen; nickel; In 1,4-dioxane; pyridine; water;

Reference yield:

: 511-12-6
9,10-dihydroergotamine

: 129882-29-7
(6aR,9R,10aR)-7-Acetyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((2R,5S,10aS,10bS)-5-benzyl-10b-hydroxy-2-methyl-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / CHCl₃ / 30 h / Ambient temperature

2: 59 percent / H₂ / Raney Ni / dioxane; H₂O / 4 h / 40 °C / 760 Torr

3: 83 percent / pyridine / 1 h / Ambient temperature

With hydrogen; nickel; In 1,4-dioxane; pyridine; chloroform; water;