Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)-

Base Information

• Chemical Name: Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)-
• CAS No.: 141109-82-2
• Molecular Formula: C16H16O4
• Molecular Weight: 272.301
• Mol file: 141109-82-2.mol

Synonyms:3-(4-Benzyloxy-phenyl)-2-hydroxy-propionic acid;Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)-;2-hydroxy-3-(4-benzyloxyphenyl)propanoic acid;

Chemical Property of Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)-

Chemical Property:

• Boiling Point: 474.3±35.0 °C(Predicted)
• PSA: 66.76000
• Density: 1.260±0.06 g/cm3(Predicted)
• LogP: 2.25360

Purity/Quality:

α-Hydroxy-4-(phenylmethoxy)benzenepropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: α-Hydroxy-4-(phenylmethoxy)benzenepropanoic Acid is an intermediate in synthesizing 3,5,3'',5''-Tetraiodo Thyrolactic Acid (T296160), a thyroid hormone analogue. A Thyroxine (T425600) analogue.

Technology Process of Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)-

There total 16 articles about Benzenepropanoic acid, a-hydroxy-4-(phenylmethoxy)- 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: 72.0%

(S)-2-amino-3-(4benzyloxyphenyl)propionic acid (96612-91-8) → 2-hydroxy-3-(4-benzyloxyphenyl)propanoic acid (141109-82-2)

Guidance literature:

(S)-2-amino-3-(4benzyloxyphenyl)propionic acid; With sulfuric acid; sodium nitrite; In tetrahydrofuran; water; at 0 - 10 ℃; for 3h;

With water; In tetrahydrofuran; at 10 - 20 ℃;

DOI:10.1021/jacs.7b04712

Reference yield: 10.0%

→ 2-hydroxy-3-(4-benzyloxyphenyl)propanoic acid (141109-82-2) + (S)-2-acetyloxy-3-(4-benzyloxyphenyl)propionic acid (267228-34-2)

Guidance literature:

Reference yield:

2-acetoxy-3-(4-benzyloxyphenyl)propanoic acid → 2-hydroxy-3-(4-benzyloxyphenyl)propanoic acid (141109-82-2)

Guidance literature:

2-acetoxy-3-(4-benzyloxyphenyl)propanoic acid; With sodium hydroxide; at 20 ℃;

With hydrogenchloride; In water; pH=3;

upstream raw materials:

Methyl 3-(p-benzyloxyphenyl)-2-chloropropanoate

(+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate

p-benzyloxyaniline

O-benzyl-S-tyrosine

Downstream raw materials:

(+/-)-methyl 3-p-benzyloxyphenyl-2-hydroxypropionate

t-butyl (Z)-2-(2'-deoxy-2'-phthalimido-β-D-galactopyranosyl-oxy)-3-p-hydroxyphenyl-2-acrylate

t-butyl (Z)-2-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-hydroxyphenyl-2-acrylate

t-butyl (3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-galactopyranosyloxy)-3-p-benzyloxyphenylpropionate