(2S,3R)-3-Phenylglycidic Acid

Base Information

• Chemical Name: (2S,3R)-3-Phenylglycidic Acid
• CAS No.: 79898-17-2
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.161
• Mol file: 79898-17-2.mol

Synonyms:(2S,3R)-β-phenylglycidic acid

Chemical Property of (2S,3R)-3-Phenylglycidic Acid

Chemical Property:

• Storage Temp.: Hygroscopic, -86°C Freezer, Under inert atmosphere
• Solubility.: Dichloromethane, Ethanol, Ether, Methanol

Purity/Quality:

(2S,3R)-3-PhenylglycidicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (2S,3R)-3-Phenylglycidic Acid (cas# 79898-17-2) is a compound useful in organic synthesis.

Technology Process of (2S,3R)-3-Phenylglycidic Acid

There total 15 articles about (2S,3R)-3-Phenylglycidic 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:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (2S,3R)-β-phenylglycidic acid (79898-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -30 °C / Molecular sieve

1.2: 17 h / -30 - 0 °C

2.1: ruthenium(III) trichloride hydrate; sodium periodate; sodium hydrogencarbonate / tetrachloromethane; acetonitrile; water / 96 h

With titanium(IV) isopropylate; sodium periodate; diethyl (2S,3S)-tartrate; ruthenium(III) trichloride hydrate; sodium hydrogencarbonate; In tetrachloromethane; dichloromethane; water; acetonitrile; 1.1: |Sharpless Asymmetric Epoxidation / 1.2: |Sharpless Asymmetric Epoxidation;

DOI:10.1021/acscatal.0c03977

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → (2S,3R)-β-phenylglycidic acid (79898-17-2)

Guidance literature:

With dipotassium peroxodisulfate; water; sodium hydrogencarbonate; In water; acetone; at 0 - 20 ℃; for 3h;

Reference yield:

(R)-α-methylbenzylammonium (2S,3R)-2,3-epoxy-3-phenylpropionate (79898-18-3) → (2S,3R)-β-phenylglycidic acid (79898-17-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; water; at 0 ℃; pH=3 - 4;

DOI:10.24820/ark.5550190.p011.501

upstream raw materials:

(2R,3R)-3-(3-phenyloxiran-2-yl)furan

trans-(2S,3R)-2-furyl-3-phenyl oxirane

(E)-3-phenylacrylic acid

sodium 2-benzylidene-1-tosylhydrazin-1-ide

Downstream raw materials:

trans-methyl 3-phenylglycidate

phenylacetaldehyde

13-O-((2S,3R)-3-phenylglycidoyl)-7,10-O,O'-bis(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin

13-O-((2R,3R)-3-phenylglycidoyl)-7,10-O,O'-bis(2,2,2-trichloroethoxycarbonyl)-10-deacetylbaccatin