4-(Benzoylamino)-5-(dipropylamino)-5-oxovaleric acid

Base Information

• Chemical Name: 4-(Benzoylamino)-5-(dipropylamino)-5-oxovaleric acid
• CAS No.: 24485-90-3
• Molecular Formula: C₁₈H₂₆N₂O₄
• Molecular Weight: 334.415
• Mol file: 24485-90-3.mol

Synonyms:4-(Benzoylamino)-5-(dipropylamino)-5-oxovaleric acid;4-(Phenylcarbonylamino)-5-(N,N-dipropylamino)-5-oxopentanoic acid

Chemical Property of 4-(Benzoylamino)-5-(dipropylamino)-5-oxovaleric acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(Benzoylamino)-5-(dipropylamino)-5-oxovaleric acid

There total 35 articles about 4-(Benzoylamino)-5-(dipropylamino)-5-oxovaleric 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: 95.0%

benzyl 4-benzamido-5-(dipropylamino)-5-oxopentanoate → proglumide (6620-60-6,24485-90-3)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 1h;

DOI:10.1039/c7ob01715d

Reference yield: 91.0%

methyl (S)-4-benzamido-5-(dipropylamino)-5-oxopentanoate → proglumide (6620-60-6,24485-90-3)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.202112668

Reference yield: 75.0%

benzoyl chloride (98-88-4) + H-Glu-NPr2 (118884-82-5) → 5-dipropylamino-4(S)-benzamido-5-oxo-pentanoic acid (32999-84-1,24485-90-3)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; water; for 3h;

DOI:10.1248/cpb.36.3433

upstream raw materials:

benzoyl chloride

H-Glu-NPr₂

(R)-4-Amino-4-dipropylcarbamoyl-butyric acid

N-benzoyl-DL-glutamic acid-anhydride

Downstream raw materials:

5-dipropylamino-4(S)-benzamido-5-oxo-pentanoic acid

5-dipropylamino-4(R)-benzamido-5-oxo-pentanoic acid

Refernces

• 1、 Chen, Xiangyang,Houk, Kendall N.,Mo, Jia-Nan,Su, Junqi,Umanzor, Alexander,Zhang, Zheng,Zhao, Jiannan. "Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow". supporting information. . Retrieved 2022/01/06.
• 2、 Serafini, Marta,Griglio, Alessia,Viarengo, Sara,Aprile, Silvio,Pirali, Tracey. "An aryne-based three-component access to α-aroylamino amides". . p. 6604 - 6612. Retrieved 2017/08/16.