3-hydroxy-2-phenyl-propionic acid-1-¹⁴C

Base Information

• Chemical Name: 3-hydroxy-2-phenyl-propionic acid-1-¹⁴C
• CAS No.: 92875-79-1
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 168.166
• Mol file: 92875-79-1.mol

Synonyms:3-hydroxy-2-phenyl-propionic acid-1-¹⁴C

Chemical Property of 3-hydroxy-2-phenyl-propionic acid-1-¹⁴C

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-2-phenyl-propionic acid-1-¹⁴C

There total 6 articles about 3-hydroxy-2-phenyl-propionic acid-1-¹⁴C 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:

(2S,3R)-<1-14C,3-3H>phenylalanine → Tropic acid (529-64-6,28845-94-5) + 3-hydroxy-2-phenyl-propionic acid-1-14C (92875-79-1)

Guidance literature:

Mechanism; Product distribution; multistep reaction; the stereochemistry of the migration of the carboxyl group was investigated during the biosynthesis of tropic acid;

Reference yield:

ethyl phenylacetate-1-14C → 3-hydroxy-2-phenyl-propionic acid-1-14C (92875-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / mineral oil / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 6.33 h / 0 °C

3: lithium hydroxide monohydrate / methanol; tetrahydrofuran / 14 h / 20 °C

With sodium tetrahydroborate; lithium hydroxide monohydrate; sodium hydride; In tetrahydrofuran; methanol; mineral oil;

DOI:10.1002/jlcr.3463

Reference yield:

2-phenyl[1-14C]acetic acid (51146-16-8) → 3-hydroxy-2-phenyl-propionic acid-1-14C (92875-79-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 14 h / Reflux

2: sodium hydride / mineral oil / 20 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 6.33 h / 0 °C

4: lithium hydroxide monohydrate / methanol; tetrahydrofuran / 14 h / 20 °C

With sodium tetrahydroborate; lithium hydroxide monohydrate; sulfuric acid; sodium hydride; In tetrahydrofuran; methanol; mineral oil;

DOI:10.1002/jlcr.3463

upstream raw materials:

benzyl bromide

2-phenyl[1-¹⁴C]acetic acid

benzyl [cyano-¹⁴C] cyanide

Refernces

• 1、 Leete, Edward. "Stereochemistry of the 1,2-migration of the carboxyl group that occurs during the biosynthesis of tropic acid from phenylalanine". . p. 226 - 228. Retrieved 2007/10/02.