Oxiranecarboxamide, 3-phenyl-, (2R,3S)-rel- (9CI)

Base Information

• Chemical Name: Oxiranecarboxamide, 3-phenyl-, (2R,3S)-rel- (9CI)
• CAS No.: 19464-96-1
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.176
• Mol file: 19464-96-1.mol

Synonyms:Glycidamide,3-phenyl-, trans- (8CI); Oxiranecarboxamide, 3-phenyl-, (2R,3S)-rel- (9CI);Oxiranecarboxamide, 3-phenyl-, trans-

Chemical Property of Oxiranecarboxamide, 3-phenyl-, (2R,3S)-rel- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxiranecarboxamide, 3-phenyl-, (2R,3S)-rel- (9CI)

There total 5 articles about Oxiranecarboxamide, 3-phenyl-, (2R,3S)-rel- (9CI) 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: 76.0%

cinnamamide (621-79-4,22031-64-7) → 2,3-epoxy-3-phenylpropionamide (18538-53-9,19464-96-1,79836-11-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 50 ℃;

DOI:10.1016/j.tet.2009.02.013

Reference yield:

benzaldehyde (100-52-7) + Chloroacetamide (79-07-2) → 2,3-epoxy-3-phenylpropionamide (18538-53-9,19464-96-1,79836-11-6) + rac-cis-2,3-epoxy-3-phenylpropaneamide

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 5h; Overall yield = 92 %;

DOI:10.1007/s11172-016-1445-5

Reference yield:

bromo-acetic acid amide (683-57-8) + benzaldehyde (100-52-7) → 2,3-epoxy-3-phenylpropionamide (18538-53-9,19464-96-1,79836-11-6) + rac-cis-2,3-epoxy-3-phenylpropaneamide

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 15 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0022-1139(00)82265-4

upstream raw materials:

bromo-acetic acid amide

benzaldehyde

cinnamamide

Chloroacetamide

Downstream raw materials:

cinnamamide

(Z)-2-hydroxy-3-phenyl-acrylic acid

Refernces

• 1、 Mamedov,Mamedova,Khikmatova,Krivolapov,Litvinov. "Synthesis of 5-[bromo(aryl)methyl]-2,2-dimethyl-1,3-oxazolidin-4-ones". . p. 1260 - 1267. Retrieved 2017/02/05.
• 2、 Ayi, A. I.,Remli, M.,Condom, R.,Guedj, R.. "NEW SYNTHETIC ROUTES TO β-FLUORO β-PHENYLLACTIC ACID DERIVATIVES AND Β-FLUOROCYANOHYDRINS". . p. 565 - 580. Retrieved 2007/10/02.