hopantenic acid

Base Information

• Chemical Name: hopantenic acid
• CAS No.: 49831-65-4
• Molecular Formula: C₁₀H₁₉NO₅
• Molecular Weight: 233.265
• Mol file: 49831-65-4.mol

Synonyms:Butanoicacid, 4-[(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)amino]-, (S)-

Chemical Property of hopantenic acid

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-[[(2S)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]amino]butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-[[(2S)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]amino]butanoic Acid, is an impurity of Dexpanthenol that acts as a precursor of coenzyme A necessary for acetylation reactions and is involved in the synthesis of acetylcholine.

Technology Process of hopantenic acid

There total 4 articles about hopantenic 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: 99.0%

(R)-Pantolacton (599-04-2) + 4-amino-n-butyric acid (56-12-2) → hopantenic acid (18679-90-8,49831-65-4)

Guidance literature:

4-amino-n-butyric acid; With sodium hydroxide; In water;

(R)-Pantolacton; at 130 ℃; for 17h; Inert atmosphere;

DOI:10.1039/b811086g

Reference yield: 40.0%

(R)-methyl-4-(2,4-dihydroxy-3,3-dimethylbutanamido)butanoate → hopantenic acid (18679-90-8,49831-65-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2018.10.042

Reference yield:

(R)-Pantolacton (599-04-2) → hopantenic acid (18679-90-8,49831-65-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylamine / dichloromethane; methanol / 0.25 h / 0 °C / Inert atmosphere

1.2: 2 h / 115 °C / Microwave irradiation; Inert atmosphere

2.1: lithium hydroxide / water; tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

With diethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.bmc.2018.10.042

upstream raw materials:

(R)-Pantolacton

4-amino-n-butyric acid

Refernces

• 1、 Guan, Jinming,Barnard, Leanne,Cresson, Jeanne,Hoegl, Annabelle,Chang, Justin H.,Strauss, Erick,Auclair, Karine. "Probing the ligand preferences of the three types of bacterial pantothenate kinase". supporting information. p. 5896 - 5902. Retrieved 2018/11/23.
• 2、 Virga, Kristopher G.,Zhang, Yong-Mei,Leonardi, Roberta,Ivey, Robert A.,Hevener, Kirk,Park, Hee-Won,Jackowski, Suzanne,Rock, Charles O.,Lee, Richard E.. "Structure-activity relationships and enzyme inhibition of pantothenamide-type pantothenate kinase inhibitors". . p. 1007 - 1020. Retrieved 2007/10/03.