4-Pyridinepropanoicacid,-alpha--hydroxy-,(-alpha-R)-(9CI)

Base Information

• Chemical Name: 4-Pyridinepropanoicacid,-alpha--hydroxy-,(-alpha-R)-(9CI)
• CAS No.: 413627-03-9
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Mol file: 413627-03-9.mol

Synonyms:

Chemical Property of 4-Pyridinepropanoicacid,-alpha--hydroxy-,(-alpha-R)-(9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Pyridinepropanoicacid,-alpha--hydroxy-,(-alpha-R)-(9CI)

There total 5 articles about 4-Pyridinepropanoicacid,-alpha--hydroxy-,(-alpha-R)-(9CI) 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%

2-oxo-3-(pyridin-4-yl)propanoic acid (123974-41-4) → (R)-2-hydroxy-3-(pyridin-4-yl)propanoic acid (413627-03-9,413622-15-8)

Guidance literature:

With hydrogenchloride; Candida boidinii formate dehydrogenase; ethylenediaminetetraacetic acid; Staphylococcus epidermis D-lactate dehydrogenase; NAD; ammonium formate; 2-hydroxyethanethiol; In water; at 20 ℃; pH=7; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/ejoc.201201506

Reference yield:

C9H9NO3 → (R)-2-hydroxy-3-(pyridin-4-yl)propanoic acid (413627-03-9,413622-15-8)

Guidance literature:

With Candida boidinii formate dehydrogenase; ethylenediaminetetraacetic acid; Staphylococcus epidermidis D-lactate dehydrogenase; ammonium formate; 2-hydroxyethanethiol; NADH; In water; at 20 ℃; for 24h; pH=6.2 - 7; enantioselective reaction; Enzymatic reaction;

DOI:10.1021/jo502529g

Reference yield:

pyridine-4-carbaldehyde (872-85-5) → (R)-2-hydroxy-3-(pyridin-4-yl)propanoic acid (413627-03-9,413622-15-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / methanol; diethyl ether / 18 h / 0 - 20 °C

2: hydrogenchloride / water / 0.5 h / 20 °C

3: lithium hydroxide / water

4: hydrogenchloride; Staphylococcus epidermis D-lactate dehydrogenase; Candida boidinii formate dehydrogenase; ethylenediaminetetraacetic acid; 2-hydroxyethanethiol; ammonium formate; NAD / water / 20 °C / pH 7 / Enzymatic reaction

With hydrogenchloride; Candida boidinii formate dehydrogenase; ethylenediaminetetraacetic acid; Staphylococcus epidermis D-lactate dehydrogenase; NAD; ammonium formate; sodium hydride; 2-hydroxyethanethiol; lithium hydroxide; In methanol; diethyl ether; water;

DOI:10.1002/ejoc.201201506

upstream raw materials:

pyridine-4-carbaldehyde

methyl 2-hydroxy-3-(pyridin-4-yl)-acrylate

2-oxo-3-(pyridin-4-yl)propanoic acid

(E/Z)-methyl 2-(dimethylamino)-3-(pyridine-4-yl)acrylate

Refernces

• 1、 Luettenberg, Sebastian,Ta, Tien Dat,Von Der Heyden, Jan,Scherkenbeck, Juergen. "Enantioselective reduction of 3-aryl-2-oxo-propanoic acids: A comparison of enzymatic and transition-metal-catalyzed methods". . p. 1824 - 1830. Retrieved 2013/06/04.