(7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid

Base Information

• Chemical Name: (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid
• CAS No.: 329967-14-8
• Molecular Formula: C₂₅H₂₇N₃O₅
• Molecular Weight: 449.506
• Mol file: 329967-14-8.mol

Synonyms:(7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid

Chemical Property of (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid

There total 4 articles about (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic 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: 86.0%

(7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid t-butyl ester → (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid (329967-14-8)

Guidance literature:

With trifluoroacetic acid; at 25 ℃; for 3h;

DOI:10.1016/j.bioorg.2015.02.009

Reference yield:

8-amino quinoline (578-66-5) → (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid (329967-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h

1.2: 15 h / 25 °C

2.1: trifluoroacetic acid / 3 h / 25 °C

With dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bioorg.2015.02.009

Reference yield:

(S)-2-(((benzyloxy)carbonyl)amino)-8-(tert-butoxy)-8-oxooctanoic acid (49645-27-4) → (7S)-7-benzyloxycarbonylamino-7-(quinolin-8-ylcarbamoyl)-heptanoic acid (329967-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h

1.2: 15 h / 25 °C

2.1: trifluoroacetic acid / 3 h / 25 °C

With dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bioorg.2015.02.009

upstream raw materials:

8-amino quinoline

(S)-2-(((benzyloxy)carbonyl)amino)-8-(tert-butoxy)-8-oxooctanoic acid

Downstream raw materials:

(1S)-[6-Hydroxycarbamoyl-1-(quinolin-8-ylcarbamoyl)-hexyl]-carbamic Acid Benzyl Ester