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

Base Information

• Chemical Name: 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
• CAS No.: 1535202-75-5
• Molecular Formula: C₃₆H₄₅N₃O₈
• Molecular Weight: 647.769

Synonyms: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

Chemical Property of 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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Technology Process of 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

There total 1 articles about 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 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:

4-(tert-Butoxycarbonylaminomethyl)benzoic acid (33233-67-9) + methyl reserpate (2901-66-8) → 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)

Guidance literature:

With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane; at 15 ℃; for 17h; Inert atmosphere;

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 (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-{[(ethoxycarbonyl)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 formate

Guidance literature:

Multi-step reaction with 2 steps

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

2.1: pyridine / 1 h / 15 °C / Inert atmosphere

2.2: Inert atmosphere

With pyridine; hydrogenchloride; In dichloromethane; ethyl acetate;

upstream raw materials:

4-(tert-Butoxycarbonylaminomethyl)benzoic acid

methyl reserpate

Downstream raw materials:

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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