(1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

Base Information

Chemical Name:(1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid
CAS No.:74297-58-8
Molecular Formula:C₄₆H₆₃N₉O₁₀
Molecular Weight:902.061
Hs Code.:

(1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

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Chemical Property of (1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

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Technology Process of (1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

There total 4 articles about (1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid 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:

: 74297-57-7,75172-52-0
(1S,4S,7S,10R,13S,16S)-13-Benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-7-[4-(pyridin-4-ylmethoxycarbonylamino)-butyl]-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

: 74297-58-8,75172-53-1
(1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; acetic acid; for 1h; under 960 Torr;
DOI:10.1021/ja00541a025

Reference yield:

: 2-({(2S,5R,8S,11S,14S,19S)-19-Amino-2-benzyl-11-(1-hydroxy-ethyl)-5-(1H-indol-3-ylmethyl)-3,6,9,12,20-pentaoxo-8-[4-(pyridin-4-ylmethoxycarbonylamino)-butyl]-1,4,7,10,13-pentaaza-cycloicosane-14-carbonyl}-amino)-7-azidocarbonyl-heptanoic acid

: 74297-58-8,75172-53-1
(1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: DIPEA, pH 7.0 / dimethylformamide / 1.) -20 deg C (18 h), 2.) 5 deg C (72 h)

2: 36.3 mg / H₂ / Pd-C / aq. acetic acid; ethanol / 1 h / 960 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/ja00541a025

Reference yield:

: 75172-50-8
2-({(2S,5R,8S,11S,14S,19S)-19-Amino-2-benzyl-11-(1-hydroxy-ethyl)-5-(1H-indol-3-ylmethyl)-3,6,9,12,20-pentaoxo-8-[4-(pyridin-4-ylmethoxycarbonylamino)-butyl]-1,4,7,10,13-pentaaza-cycloicosane-14-carbonyl}-amino)-octanedioic acid 8-methyl ester

: 74297-58-8,75172-53-1
(1S,4S,7S,10R,13S,16S)-7-(4-Amino-butyl)-13-benzyl-4-(1-hydroxy-ethyl)-10-(1H-indol-3-ylmethyl)-3,6,9,12,15,18,26-heptaoxo-2,5,8,11,14,17,25-heptaaza-bicyclo[14.10.4]triacontane-24-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NH₂NH₂, DMF / 1 h / Ambient temperature

2: isoamyl nitrite, HCl / tetrahydrofuran; dimethylformamide / 1 h / -25 °C

3: DIPEA, pH 7.0 / dimethylformamide / 1.) -20 deg C (18 h), 2.) 5 deg C (72 h)

4: 36.3 mg / H₂ / Pd-C / aq. acetic acid; ethanol / 1 h / 960 Torr

With hydrogenchloride; hydrogen; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; hydrazine; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/ja00541a025