methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]-nonadeca-1⁽¹⁹⁾,2,4,6,15,17-hexaen-5-yl]carbamate

Base Information

• Chemical Name: methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]-nonadeca-1⁽¹⁹⁾,2,4,6,15,17-hexaen-5-yl]carbamate
• CAS No.: 1422508-60-8
• Molecular Formula: C₃₀H₂₈ClF₂N₅O₅
• Molecular Weight: 612.033
• Mol file: 1422508-60-8.mol

Synonyms:

Chemical Property of methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]-nonadeca-1⁽¹⁹⁾,2,4,6,15,17-hexaen-5-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]-nonadeca-1⁽¹⁹⁾,2,4,6,15,17-hexaen-5-yl]carbamate

There total 4 articles about methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0^2,7]-nonadeca-1⁽¹⁹⁾,2,4,6,15,17-hexaen-5-yl]carbamate 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 N-[(10R,14S)-14-amino-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02'7]nonadeca-1(19),2(7),3,5,15,17-hexaen-5-yl]carbamate (1422387-19-6) + ethyl [(3-chloro-2,6-difluorophenyl)(2-oxoethyl)carbamoyl]formate (1422511-17-8) → methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]-nonadeca-1(19),2,4,6,15,17-hexaen-5-yl]carbamate (1422508-60-8)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 3h; Molecular sieve;

DOI:10.1021/acs.jmedchem.0c00464

Reference yield:

3-chloro-2,6-difluoroaniline (287172-82-1) → methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]-nonadeca-1(19),2,4,6,15,17-hexaen-5-yl]carbamate (1422508-60-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / tetrahydrofuran / 0.5 h

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: 2,6-dimethylpyridine; osmium(VIII) oxide; sodium periodate / 1,4-dioxane; water; tert-butyl alcohol / 5 h / 20 °C

4.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / Molecular sieve

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; 1,2-dichloro-ethane; mineral oil; tert-butyl alcohol;

DOI:10.1021/acs.jmedchem.0c00464

Reference yield:

ethyl [(3-chloro-2,6-difluorophenyl)carbamoyl]formate (1422511-15-6) → methyl N-[(10R,14S)-14-[4-(3-chloro-2,6-difluorophenyl)-2,3-dioxopiperazin-1-yl]-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.02,7]-nonadeca-1(19),2,4,6,15,17-hexaen-5-yl]carbamate (1422508-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine; osmium(VIII) oxide; sodium periodate / 1,4-dioxane; water; tert-butyl alcohol / 5 h / 20 °C

3.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3 h / 0 - 20 °C / Molecular sieve

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; In tetrahydrofuran; 1,4-dioxane; water; 1,2-dichloro-ethane; mineral oil; tert-butyl alcohol;

DOI:10.1021/acs.jmedchem.0c00464

upstream raw materials:

3-chloro-2,6-difluoroaniline

methyl N-[(10R,14S)-14-amino-10-methyl-9-oxo-8,16-diazatricyclo[13.3.1.0²'⁷]nonadeca-1⁽¹⁹⁾,2⁽⁷⁾,3,5,15,17-hexaen-5-yl]carbamate

ethyl [(3-chloro-2,6-difluorophenyl)(2-oxoethyl)carbamoyl]formate

ethyl [(3-chloro-2,6-difluorophenyl)carbamoyl]formate