(6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride

Base Information

• Chemical Name: (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride
• CAS No.: 302900-18-1
• Molecular Formula: C₃₀H₃₅N₃O₂*ClH
• Molecular Weight: 506.088

Synonyms:(6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride

Chemical Property of (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride

Chemical Property:

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Technology Process of (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride

There total 7 articles about (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride 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:

C33H36Cl3N3O4 → (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride (302900-18-1)

Guidance literature:

C₃₃H₃₆Cl₃N₃O₄; With ammonium chloride; zinc; In methanol; for 3h; Heating / reflux;

With hydrogenchloride; In methanol; diethyl ether; at 0 ℃; pH=5;

Reference yield:

C33H38ClN3O4 → (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride (302900-18-1)

Guidance literature:

With water; In tetrahydrofuran; at 50 ℃;

DOI:10.1021/op034198u

Reference yield:

(2EZ)-2-(hydroxyimino)-N-(1-methylethyl)-3-oxo-N-(phenylmethyl)butanamide → (6R,6aS,11aR)-5,6,6a,7,10,11-hexahydro-6a-hydroxy-8-methyl-N-(1-methylethyl)-N-(phenylmethyl)-6,11a-(iminoethano)-11aH-naphth[2,1-f]indole-9-carboxamide monohydrochloride (302900-18-1)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; palladium 10% on activated carbon; hydrogenchloride; hydrogen / water / 1.5 h / 60 °C / 3102.97 Torr

2: acetic acid; sodium acetate / 2 h / 100 °C

3: potassium hydrogencarbonate / dichloromethane / 16 h / 40 °C

4: water / tetrahydrofuran / 50 °C

With hydrogenchloride; palladium 10% on activated carbon; water; hydrogen; sodium acetate; potassium hydrogencarbonate; acetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/op034198u

upstream raw materials:

Benzyl-isopropyl-amin

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