(S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate

Base Information

• Chemical Name: (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate
• CAS No.: 79898-20-7
• Molecular Formula: C₈H₁₁N*C₉H₈O₃
• Molecular Weight: 285.343
• Mol file: 79898-20-7.mol

Synonyms:(S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate

Chemical Property of (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate

There total 4 articles about (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate 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: 37.8%

(S)-1-phenyl-ethylamine (2627-86-3) + (2RS,3SR)-2,3-epoxy-3-phenyl-propionic acid (1566-68-3) → (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate (79898-20-7)

Guidance literature:

In ethyl acetate; at 25 ℃; for 3h; Resolution of racemate;

DOI:10.1002/chir.23341

Reference yield: 32.4%

(S)-1-phenyl-ethylamine (2627-86-3) + potassium trans-3-phenyloxiranecarboxylate (19190-78-4,54265-94-0,54323-79-4,100750-44-5,133534-44-8,137472-83-4,137566-93-9) → (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate (79898-20-7)

Guidance literature:

DOI:10.1002/hlca.200390160

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate (79898-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; dipotassium peroxodisulfate / acetone; water / 3 h / 20 °C / Cooling with ice

2: 20 °C

With dipotassium peroxodisulfate; sodium hydrogencarbonate; In water; acetone;

upstream raw materials:

ethyl 3-phenylglycidate

(S)-1-phenyl-ethylamine

potassium trans-3-phenyloxiranecarboxylate

(E)-3-phenylacrylic acid

Downstream raw materials:

(2R,3S)-3-phenyloxiranecarboxylic acid

N-<(2R,3R)-3-dimethylamino-2-hydroxy-3-phenylpropionyl>-(S)-α-methylbenzylamine

N-<(2R,3S)-2,3-epoxy-3-phenylpropionyl>-(S)-α-methylbenzylamine