15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

Base Information

Chemical Name:15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide
CAS No.:1403481-44-6
Molecular Formula:C₃₄H₄₆FN₃O₈S₂
Molecular Weight:707.885
Hs Code.:

15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

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Chemical Property of 15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

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Technology Process of 15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

There total 12 articles about 15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-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:

: 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

: 1403481-44-6
15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 3.92 h / 0 - 20 °C / Inert atmosphere

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

3.1: 2,6-dimethylpyridine / dichloromethane / 18 h / 20 °C

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

5.1: triethylamine / dichloromethane / 16 h / 20 °C

6.1: sodium hydride / tetrahydrofuran / 0.33 h / 0 °C

6.2: 2.75 h / 0 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h

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

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

10.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 18 h

With 2,6-dimethylpyridine; Hoveyda-Grubbs catalyst second generation; dimethylsulfide borane complex; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm500994n

Reference yield:

: 4-fluoro-N-(((4R,5R,E)-2-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-15-nitro-1,1-dioxido-3,4,5,7,10,11-hexahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

: 1403481-44-6
15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 18h;
DOI:10.1021/jm500994n

Reference yield:

: 1403480-44-3
2-(but-3-en-1-yloxy)-N-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-Nmethylphenylsulfonamido)-2-methylbutyl)-N-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-5-nitrobenzenesulfonamide

: 1403481-44-6
15-amino-4-fluoro-N-(((4R,5R)-2-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-4-methyl-1,1-dioxido-3,4,5,7,8,9,10,11-octahydro-2H-benzo[b][1,9,4,5]dioxathiaazacyclotetradecin-5-yl)methyl)-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h

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

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

4: hydrogen; palladium 10% on activated carbon / ethyl acetate / 18 h

With Hoveyda-Grubbs catalyst second generation; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm500994n