(S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic acid

Base Information

• Chemical Name: (S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic acid
• CAS No.: 162919-37-1
• Molecular Formula: C16H16 O4
• Molecular Weight: 272.301
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID20473636
• Nikkaji Number: J1.788.604E
• Wikidata: Q82303154
• Mol file: 162919-37-1.mol

Synonyms:162919-37-1;(S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic acid;(s)-3-(4'-benzyloxyphenyl)-2-hydroxy-propionic acid;(2S)-2-hydroxy-3-(4-phenylmethoxyphenyl)propanoic acid;(s)-3-(4-benzyloxy-phenyl)-2-hydroxy-propionic acid;(s)-4-(4'-benzyloxy)-2-hydroxy-propionic acid;(S)-3-(4-(Benzyloxy)phenyl)-2-hydroxypropanoicacid;(S)-3-[4-(Benzyloxy)phenyl]-2-hydroxypropanoic acid;(S)-3-(4'-Benzyloxyphenyl)-2-hydroxypropionic acid;SCHEMBL1069493;DTXSID20473636;RADJEIZOJZINJB-HNNXBMFYSA-N;MFCD07369853;AKOS022172744;CS-0171393;(2S)-3-(4-benzyloxy-phenyl)-2-hydroxy-propionic acid;(2S)-3-[4-(Benzyloxy)phenyl]-2-hydroxypropanoic acid

Chemical Property of (S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic acid

Chemical Property:

• Boiling Point: 474.3oC at 760 mmHg
• Flash Point: 177.3oC
• PSA: 66.76000
• Density: 1.26g/cm3
• LogP: 2.25360
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 272.10485899
• Heavy Atom Count: 20
• Complexity: 291

Purity/Quality:

97% ^*data from raw suppliers

(S)-3-(4-(Benzyloxy)phenyl)-2-hydroxypropanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)CC(C(=O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C[C@@H](C(=O)O)O

Technology Process of (S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic acid

There total 18 articles about (S)-3-(4-(benzyloxy)phenyl)-2-hydroxypropanoic 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%

(S)-2-acetyloxy-3-(4-benzyloxyphenyl)propionic acid (267228-34-2) → (S)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoic acid (162919-37-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/jo025709y

Reference yield:

(S)-1-(1H-benzimidazol-2-yl)-2-(4-benzyloxy-phenyl)-ethylammonium trifluoro-acetate (63769-00-6) → (S)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoic acid (162919-37-1)

Guidance literature:

With tert.-butylnitrite; water; In 1,4-dioxane; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.tetlet.2014.05.090

Reference yield:

(S)-3-(4-Benzyloxy-phenyl)-2-hydroxy-propionic acid benzyl ester → (S)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoic acid (162919-37-1)

Guidance literature:

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

DOI:10.1021/jo050268e

upstream raw materials:

(S)-2-acetyloxy-3-(4-benzyloxyphenyl)propionic acid

4-hydroxyphenylpiruvic acid

benzyl chloride

(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

Downstream raw materials:

(S)-2-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

3-(4-benzyloxyphenyl)-2-hydroxypropionic acid ethyl ester

3-(4-benzyloxyphenyl)-2-hydroxypropionic acid isopropyl ester

ethyl (2S)-3-[4-(benzyloxy)phenyl]-2-ethoxypropanoate