methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-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)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-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.: 1535203-29-2
• Molecular Formula: C₄₁H₅₁N₃O₁₄
• Molecular Weight: 809.868

Synonyms:methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-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)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-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:

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Technology Process of methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-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 5 articles about methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-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:

BOC-glycine (4530-20-5) + methyl (1R,15S,17R,18R,19S,20S)-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-6-hydroxy-18-methoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535202-90-4) → methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535203-29-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 15 - 30 ℃; for 1h; Inert atmosphere;

Reference yield:

tert-butyl (1S,2S,4R,18S,20R,23R)-23-methoxy-22-oxo-21-oxa-6,16-diazahexacyclo[18.2.1.02,18.04,16.05,13 .07,12]tricosa-5(13),7,9,11-tetraen-9-yl carbonate → methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535203-29-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium methylate / 1 h / 65 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 20 h / 15 - 30 °C / Inert atmosphere

3: hydrogenchloride / acetonitrile; water / 1 h / 35 °C / Inert atmosphere

4: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 1 h / 15 - 30 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium methylate; dicyclohexyl-carbodiimide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

methyl (1R,15S,17R,18R,19S,20S)-6-{[(tert-butoxy)carbonyl]oxy}-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535202-89-1) → methyl (1R,15S,17R,18R,19S,20S)-6-[(2-{[(tertbutoxy)carbonyl]amino}acetyl)oxy]-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate (1535203-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / acetonitrile; water / 1 h / 35 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 1 h / 15 - 30 °C / Inert atmosphere

With hydrogenchloride; dmap; dicyclohexyl-carbodiimide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

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

methyl (1R,15S,17R,18R,19S,20S)-6-{[(tert-butoxy)carbonyl]oxy}-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-18-methoxy-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2⁽¹⁰⁾,4,6,8-tetraene-19-carboxylate

BOC-glycine

methyl (1R,15S,17R,18R,19S,20S)-17-({4-[(ethoxycarbonyl)oxy]-3,5-dimethoxyphenyl}carbonyloxy)-6-hydroxy-18-methoxy-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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