Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester

Base Information

• Chemical Name: Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester
• CAS No.: 197291-57-9
• Molecular Formula: C₂₀H₁₉NO₃S
• Molecular Weight: 353.442

Synonyms:Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester

Chemical Property of Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester

Chemical Property:

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Technology Process of Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester

There total 3 articles about Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester 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: 74.0%

acryloyl chloride (814-68-6,25189-84-8) + [(4S,5S)-2-(2-Methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-yl]-methanol (160246-26-4) → Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester (197291-57-9)

Guidance literature:

With triethylamine; In diethyl ether; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00829-6

Reference yield:

2-cyanothioanisole (6609-54-7) → Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester (197291-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / K₂CO₃ / ethane-1,2-diol; glycerol / 17 h / 110 °C

2: 74 percent / Et₃N / diethyl ether / 2 h / Ambient temperature

With potassium carbonate; triethylamine; In diethyl ether; ethylene glycol; glycerol;

DOI:10.1016/S0040-4020(97)00829-6

Reference yield:

(1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) → Acrylic acid (4S,5S)-2-(2-methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-ylmethyl ester (197291-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / K₂CO₃ / ethane-1,2-diol; glycerol / 17 h / 110 °C

2: 74 percent / Et₃N / diethyl ether / 2 h / Ambient temperature

With potassium carbonate; triethylamine; In diethyl ether; ethylene glycol; glycerol;

DOI:10.1016/S0040-4020(97)00829-6

upstream raw materials:

acryloyl chloride

[(4S,5S)-2-(2-Methylsulfanyl-phenyl)-5-phenyl-4,5-dihydro-oxazol-4-yl]-methanol

2-cyanothioanisole

(1S,2S)-2-amino-1-phenyl-1,3-diol

Downstream raw materials:

endo-benzyl bicyclo[2.2.1]hept-5-ene-2-carboxylate

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