4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

Base Information

Chemical Name:4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide
CAS No.:1403478-59-0
Molecular Formula:C₃₄H₄₅FN₄O₇S
Molecular Weight:672.818
Hs Code.:

4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

Synonyms:4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

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Chemical Property of 4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

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Technology Process of 4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

There total 13 articles about 4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide 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: 63.0%

: 4-fluoro-N-(((6S,12R,13R)-15-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,10,12,13,14,15,16-octahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

: 1403478-59-0
4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

Guidance literature:: With hydrogen; Wilkinson's catalyst; In tetrahydrofuran; for 22h;

Reference yield: 63.0%

: 4-fluoro-N-(((6S,12R,13R,E)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,10,12,13,14,15,16-octahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

: 1403478-59-0
4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

Guidance literature:: With Wilkinson's catalyst; hydrogen; In tetrahydrofuran; tert-butyl alcohol; for 22h;
DOI:10.1021/jm500994n

Reference yield:

: 1255212-77-1
tert-butyl ((2R,3S)-2-((tert-butyldimethylsilyl)oxy)-4-(((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)amino)-3-methyl-4-oxobutyl)(methyl)carbamate

: 1403478-59-0
4-fluoro-N-(((6S,12R,13R)-15-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-6,13-dimethyl-16-oxo-6,7,8,9,10,12,13,14,15,16-decahydropyrazino[2,3-b][1,9,5]dioxaazacyclotetradecin-12-yl)methyl)-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1: 2,6-dimethylpyridine / dichloromethane / 3.92 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / tetrahydrofuran; methanol; water / 3 h / 20 °C

3: 2,6-dimethylpyridine / dichloromethane / 18 h / 20 °C

4: dimethylsulfide borane complex / tetrahydrofuran / 6.25 h / 0 - 65 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 1.5 h / 0 - 20 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

7: sodium hydride / N,N-dimethyl-formamide / 18 h / 0 - 20 °C

8: Hoveyda-Grubbs catalyst second generation / toluene / 18 h / Inert atmosphere

9: hydrogen; Wilkinson's catalyst / tetrahydrofuran; tert-butyl alcohol / 22 h

With 2,6-dimethylpyridine; Wilkinson's catalyst; Hoveyda-Grubbs catalyst second generation; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/jm500994n