N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

Base Information

Chemical Name:N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide
CAS No.:1403478-73-8
Molecular Formula:C₄₁H₅₂FN₅O₉S
Molecular Weight:809.956
Hs Code.:

N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

Synonyms:

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Chemical Property of N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

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Technology Process of N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

There total 16 articles about N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-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:

: 1403480-08-9
tert-butyl ((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-4-(4-fluoro-N methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate

: 1403478-73-8
N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 31 h / 0 °C

3: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C

4: pyridine hydrogenfluoride / tetrahydrofuran / 1 h / 0 °C

5: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 2 h / 0 °C

6: sodium hydride / tetrahydrofuran / 22 h / 0 - 20 °C

7: Hoveyda-Grubbs catalyst second generation / dichloromethane / 18 h / 20 °C

8: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate / 67 h

9: acetic acid; zinc / tetrahydrofuran / 42 h

10: dichloromethane / 0.25 h

With 2,6-dimethylpyridine; Hoveyda-Grubbs catalyst second generation; 10 wt% Pd(OH)2 on carbon; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hydride; pyridine hydrogenfluoride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n

Reference yield:

: 1403480-40-9
tert-butyl ((2R,3R)-3-(allyloxy)-4-(4-fluoro-N-methylphenylsulfonamido)-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate

: 1403478-73-8
N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C

2: pyridine hydrogenfluoride / tetrahydrofuran / 1 h / 0 °C

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 2 h / 0 °C

4: sodium hydride / tetrahydrofuran / 22 h / 0 - 20 °C

5: Hoveyda-Grubbs catalyst second generation / dichloromethane / 18 h / 20 °C

6: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate / 67 h

7: acetic acid; zinc / tetrahydrofuran / 42 h

8: dichloromethane / 0.25 h

With 2,6-dimethylpyridine; Hoveyda-Grubbs catalyst second generation; 10 wt% Pd(OH)2 on carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hydride; pyridine hydrogenfluoride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jm500994n

Reference yield:

: 1403480-09-0
tert-butyl ((2R,3R)-4-(4-fluoro-N-methylphenylsulfonamido)-3-hydroxy-2-methylbutyl)((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)carbamate

: 1403478-73-8
N-(((7R,8R)-14-(3-(3,5-dimethylisoxazol-4-yl)ureido)-10-((2S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-8-methyl-11-oxo-2,3,4,5,7,8,9,10,11,12-decahydrobenzo[h][1,10,5]dioxaazacyclotetradecin-7-yl)methyl)-4-fluoro-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1: sodium hydride / N,N-dimethyl-formamide / 31 h / 0 °C

2: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C

3: pyridine hydrogenfluoride / tetrahydrofuran / 1 h / 0 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 2 h / 0 °C

5: sodium hydride / tetrahydrofuran / 22 h / 0 - 20 °C

6: Hoveyda-Grubbs catalyst second generation / dichloromethane / 18 h / 20 °C

7: 10 wt% Pd(OH)2 on carbon; hydrogen / ethyl acetate / 67 h

8: acetic acid; zinc / tetrahydrofuran / 42 h

9: dichloromethane / 0.25 h

With 2,6-dimethylpyridine; Hoveyda-Grubbs catalyst second generation; 10 wt% Pd(OH)2 on carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hydride; pyridine hydrogenfluoride; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm500994n