(S)-3-HYDROXYPHENYLGLYCINE

Base Information

• Chemical Name: (S)-3-HYDROXYPHENYLGLYCINE
• CAS No.: 71301-82-1
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Mol file: 71301-82-1.mol

Synonyms:Benzeneaceticacid, a-amino-3-hydroxy-, (S)-; (+)-a-Amino-3-hydroxybenzeneaceticacid; (S)-(3-Hydroxyphenyl)glycine; 3HPG

Chemical Property of (S)-3-HYDROXYPHENYLGLYCINE

Chemical Property:

• Melting Point: 198-199 °C
• Boiling Point: 382.6±32.0 °C(Predicted)
• PKA: 1.85±0.10(Predicted)
• PSA: 83.55000
• Density: 1.396±0.06 g/cm3(Predicted)
• LogP: 1.17690
• Storage Temp.: Desiccate at RT

Purity/Quality:

98%min ^*data from raw suppliers

(S)-3-Hydroxyphenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-3-Hydroxyphenylglycine is an agonist at group I metabotrobic glutamate receptors.

Technology Process of (S)-3-HYDROXYPHENYLGLYCINE

There total 12 articles about (S)-3-HYDROXYPHENYLGLYCINE 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: 98.0%

(S)-azido-[3-(tert-butyldimethylsilanyloxy)phenyl]-acetic acid (899799-15-6) → (S)-3-hydroxyphenylglycine (71301-82-1)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In water; for 18h;

DOI:10.1016/j.tetasy.2006.03.031

Reference yield: 70.0%

(2S)-(+)-2-(3-Methoxyphenyl)glycin (108647-55-8) → (S)-3-hydroxyphenylglycine (71301-82-1)

Guidance literature:

With hydrogen bromide; at 130 - 140 ℃; for 4h;

Reference yield:

(3-hydroxy-phenyl)-(2,2,2-trifluoro-acetylamino)-acetic acid (615553-58-7) → (S)-3-hydroxyphenylglycine (71301-82-1) + (S)-(3-Hydroxy-phenyl)-(2,2,2-trifluoro-acetylamino)-acetic acid + (R)-(3-Hydroxy-phenyl)-(2,2,2-trifluoro-acetylamino)-acetic acid (615553-59-8)

Guidance literature:

With sodium azide; acylase AMANO 30000; cobalt(II) chloride; In phosphate buffer; at 25 ℃; for 120h; pH=7; Title compound not separated from byproducts.;

DOI:10.1002/ejoc.200300044

upstream raw materials:

(2S)-(+)-2-(3-Methoxyphenyl)glycin

(3-hydroxy-phenyl)-(2,2,2-trifluoro-acetylamino)-acetic acid

(S)-azido-[3-(tert-butyldimethylsilanyloxy)phenyl]-acetic acid

(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)acetic acid

Downstream raw materials:

(S)-tert-Butoxycarbonylamino-(4-formyl-3-hydroxy-phenyl)-acetic acid

(2S)-(+)-N-tert-Butoxycarbonyl-2-(3-hydroxy-4-hydroxymethylphenyl)glycin

L-(+)-Forphenicin

forphenicinol

Refernces

• 1、 Arnusch, Christopher J.,Pieters, Roland J.. "Solid phase synthesis of vancomycin mimics". . p. 3131 - 3138. Retrieved 2007/10/03.