N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

Base Information

Chemical Name:N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide
CAS No.:1599436-54-0
Molecular Formula:C₃₆H₅₁N₃O₁₄
Molecular Weight:749.813
Hs Code.:

N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

Synonyms:N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

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Chemical Property of N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

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Technology Process of N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

There total 17 articles about N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide 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:

: 35748-36-8
2-hydroxy-3-nitrobenzoyl chloride

: 947682-55-5
C₂₉H₄₈N₂O₁₀

: 1599436-54-0
N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ol500484f

Reference yield:

: 947682-60-2
(2S,3S)-tert-butyl 2-(((S)-2-hydroxypropanoyl)oxy)-3-methylpentanoate

: 1599436-54-0
N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 18 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

3.2: 0.67 h / 20 °C / Inert atmosphere

4.1: dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 48 h / 20 °C / Inert atmosphere

6.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 20 °C / 760.05 Torr / Inert atmosphere

7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 20 °C / Inert atmosphere

With dmap; 1-hydroxy-7-aza-benzotriazole; palladium 10% on activated carbon; 2-methyl-6-nitrobenzoic anhydride; tetrabutyl ammonium fluoride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ol500484f

Reference yield:

: 947682-59-9
(2S,3S)-tert-butyl 2-(((S)-2-(((2S,3R)-3-hydroxy-2-((2-oxo-2-phenylethylidene)amino)butanoyl)oxy)propanoyl)oxy)-3-methylpentanoate

: 1599436-54-0
N-((2S,5S,8S,13S,16R,17S)-5-((S)-sec-butyl)-8,13-diisobutyl-2,10,10,16-tetramethyl-3,6,9,11,14,18-hexaoxo-1,4,12,15-tetraoxa-7-azacyclooctadecan-17-yl)-2-hydroxy-3-nitrobenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

1.2: 0.67 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 48 h / 20 °C / Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 20 °C / 760.05 Torr / Inert atmosphere

5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 20 °C / Inert atmosphere

With dmap; 1-hydroxy-7-aza-benzotriazole; palladium 10% on activated carbon; 2-methyl-6-nitrobenzoic anhydride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; ethyl acetate;
DOI:10.1021/ol500484f