methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate

Base Information

• Chemical Name: methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate
• CAS No.: 1535203-25-8
• Molecular Formula: C₃₁H₃₇N₃O₆
• Molecular Weight: 547.651

Synonyms:methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate

Chemical Property of methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate

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Technology Process of methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate

There total 3 articles about methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate 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:

methyl (1R,15S,17R,18R,19S,20S)-17-{[4-({[(tert-butoxy)carbonyl]amino}methyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535202-75-5) → methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535203-25-8)

Guidance literature:

With hydrogenchloride; In dichloromethane; ethyl acetate; at 15 ℃; for 2h; Inert atmosphere;

Reference yield:

methyl reserpate (2901-66-8) → methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535203-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; 4-pyrrolidin-1-ylpyridine / dichloromethane / 17 h / 15 °C / Inert atmosphere

2: hydrogenchloride / dichloromethane; ethyl acetate / 2 h / 15 °C / Inert atmosphere

With hydrogenchloride; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate;

Reference yield:

4-(tert-Butoxycarbonylaminomethyl)benzoic acid (33233-67-9) → methyl (1R,15S,17R,18R,19S,20S)-17-{[4-(aminomethyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535203-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; 4-pyrrolidin-1-ylpyridine / dichloromethane / 17 h / 15 °C / Inert atmosphere

2: hydrogenchloride / dichloromethane; ethyl acetate / 2 h / 15 °C / Inert atmosphere

With hydrogenchloride; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate;

upstream raw materials:

methyl reserpate

4-(tert-Butoxycarbonylaminomethyl)benzoic acid

methyl (1R,15S,17R,18R,19S,20S)-17-{[4-({[(tert-butoxy)carbonyl]amino}methyl)phenyl]carbonyloxy}-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate

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