(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

Base Information

Chemical Name:(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide
CAS No.:1620083-81-9
Molecular Formula:C₂₈H₂₇ClN₄O₃
Molecular Weight:503
Hs Code.:

(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

Synonyms:(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

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Chemical Property of (14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

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Technology Process of (14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

There total 10 articles about (14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide 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:

: C₂₇H₂₇ClN₄O₃

: 1620083-81-9
(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

Guidance literature:: With diphenyl phosphoryl azide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield:

: 1060717-87-4
methyl 2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)acetate

: 1620083-81-9
(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide / dichloromethane / 3 h / 0 °C

1.2: 0 - 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 85 °C / Inert atmosphere

3.1: palladium diacetate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; triethylamine / N,N-dimethyl-formamide / 120 °C / Inert atmosphere; Sealed tube

4.1: 5% rhodium on activated aluminium oxide; hydrogen / ethyl acetate / 20 °C

5.1: lithium hydroxide; water / methanol; tetrahydrofuran / 2 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

7.1: diphenyl phosphoryl azide / N,N-dimethyl-formamide / 24 h / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenyl phosphoryl azide; 5% rhodium on activated aluminium oxide; water; hydrogen; palladium diacetate; triethylamine; trifluoroacetic acid; lithium hydroxide; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: C₃₄H₃₇ClN₄O₅

: 1620083-81-9
(14S)-N-(4-chlorophenyl)-2-methoxy-N-methyl-16-oxo-5,6,7,13,14,15,16,17-octahydro-12,8-(metheno)pyrido[2',3':4,5]pyrrolo[3,2-d]azacyclotetradecine-14-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 5% rhodium on activated aluminium oxide; hydrogen / ethyl acetate / 20 °C

2: lithium hydroxide; water / methanol; tetrahydrofuran / 2 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: diphenyl phosphoryl azide / N,N-dimethyl-formamide / 24 h / 20 °C

With diphenyl phosphoryl azide; 5% rhodium on activated aluminium oxide; water; hydrogen; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;