Benzyl 3-hydroxyphenylacetate

Base Information

• Chemical Name: Benzyl 3-hydroxyphenylacetate
• CAS No.: 295320-25-1
• Molecular Formula: C15H14 O3
• Molecular Weight: 242.274
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID70426834
• Wikidata: Q82239634
• Mol file: 295320-25-1.mol

Synonyms:BENZYL 3-HYDROXYPHENYLACETATE;295320-25-1;benzyl 2-(3-hydroxyphenyl)acetate;Benzeneacetic acid, 3-hydroxy-, phenylmethyl ester;SCHEMBL56760;Benzyl-3-hydroxyphenylacetate;benzyl2-(3-hydroxyphenyl)acetate;DTXSID70426834;ALFOBMRIXXPJLQ-UHFFFAOYSA-N;MFCD04039768;AKOS024318909;AS-75808;(3-Hydroxy-phenyl)-acetic acid benzyl ester;CS-0335995;W-202228

Chemical Property of Benzyl 3-hydroxyphenylacetate

Chemical Property:

• Vapor Pressure: 8.02E-07mmHg at 25°C
• Melting Point: 79-81°C
• Refractive Index: 1.596
• Boiling Point: 395.5°Cat760mmHg
• PKA: 9.72±0.10(Predicted)
• Flash Point: 167.6°C
• PSA: 46.53000
• Density: 1.203g/cm³
• LogP: 2.67810
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

Benzyl-3-hydroxyphenylacetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CC2=CC(=CC=C2)O
• Uses: Benzyl 2-(3-Hydroxyphenyl)acetate is an intermediate in the synthesis of Nahlsgen (N497063) which is a highly selective, and irreversible γ-?glutamyl transpeptidase (GGT) inhibitor with no inhibitory activity on glutamine amidotransferases.

Technology Process of Benzyl 3-hydroxyphenylacetate

There total 2 articles about Benzyl 3-hydroxyphenylacetate 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%

→ benzyl (3-hydroxyphenyl)acetate (295320-25-1)

Guidance literature:

Reference yield: 89.0%

m-hydroxyphenylacetic acid (621-37-4) + benzyl bromide (100-39-0) → benzyl (3-hydroxyphenyl)acetate (295320-25-1)

Guidance literature:

m-hydroxyphenylacetic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.bmc.2016.08.050

Reference yield: 100.0%

benzyl (3-hydroxyphenyl)acetate (295320-25-1) + Ethyl 4-bromobutyrate (2969-81-5) → ethyl 4-(3-(2-(benzyloxy)-2-oxoethyl)phenoxy)butanoate (1133001-79-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

m-hydroxyphenylacetic acid

benzyl bromide

Downstream raw materials:

benzyl 2-(N-benzyloxycarbonylamino)-4-{[3-(benzyloxycarbonylmethyl)phenyl] (methyl)phosphono}butanoate

ethyl 4-(3-(2-(benzyloxy)-2-oxoethyl)phenoxy)butanoate

2-(3-(4-methoxy-4-oxobutoxy)phenyl)acetic acid

methyl 4-(3-(2-(5-((5-tert-butyloxazol-2-yl)methylthio)thiazol-2-yl-amino)-2-oxoethyl)phenoxy)butanoate