2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid

Base Information

• Chemical Name: 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid
• CAS No.: 1173056-38-6
• Molecular Formula: C₅₁H₇₃N₉O₁₂
• Molecular Weight: 1004.19
• Mol file: 1173056-38-6.mol

Synonyms:2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid

Chemical Property of 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid

There total 10 articles about 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic 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: 38.0%

2-[(1-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5-amino-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}-3-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]propan-2-yl)amino]acetic acid (1173056-35-3) + NBD chloride (10199-89-0) → 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid (1173056-38-6)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 48h;

DOI:10.1039/b823000e

Reference yield:

1-[(2S,5S,9R,15R,16S)-14-(4-{[4-(3-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}propyl)phenyl]carbamoyl}-butan-2-yl)-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0(2,7).0(11,15)]heptadecan-5-yl]triaz-2-yn-2-ium-1-ide (1173056-32-0) → 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid (1173056-38-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / 1,4-dioxane / 24 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h

3.1: methanol / 24 h / Cooling with ice

3.2: 24 h / Cooling with ice

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In 1,4-dioxane; methanol;

Reference yield:

1-[(2S,5R,9R,15R,16S)-14-{4-[(4-{3-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-2-[bis(carboxymethyl)amino]propyl}phenyl)carbamoyl]butan-2-yl}-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0(2,7).0(11,15)]heptadecan-5-yl]triaz-2-yn-2-ium-1-ide (1173056-33-1) → 2-({1-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-3-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-5-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]tetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}propan-2-yl}amino)acetic acid (1173056-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h

2.1: methanol / 24 h / Cooling with ice

2.2: 24 h / Cooling with ice

With palladium 10% on activated carbon; hydrogen; In methanol;

upstream raw materials:

2-[(1-{4-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5-amino-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]phenyl}-3-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]propan-2-yl)amino]acetic acid

NBD chloride

1-[(2S,5S,9R,15R,16S)-14-(4-{[4-(3-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7-triazonan-1-yl}-2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}propyl)phenyl]carbamoyl}-butan-2-yl)-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0(2,7).0(11,15)]heptadecan-5-yl]triaz-2-yn-2-ium-1-ide

1-[(2S,5R,9R,15R,16S)-14-{4-[(4-{3-[4,7-bis(carboxymethyl)-1,4,7-triazonan-1-yl]-2-[bis(carboxymethyl)amino]propyl}phenyl)carbamoyl]butan-2-yl}-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0(2,7).0(11,15)]heptadecan-5-yl]triaz-2-yn-2-ium-1-ide