Oxiranecarboxylic acid, 3-formyl-, ethyl ester, (2S-trans)- (9CI)

Base Information

• Chemical Name: Oxiranecarboxylic acid, 3-formyl-, ethyl ester, (2S-trans)- (9CI)
• CAS No.: 140925-20-8
• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.127
• Mol file: 140925-20-8.mol

Synonyms:Oxiranecarboxylicacid, 3-formyl-, ethyl ester, (2S,3S)- (9CI); Oxiranecarboxylic acid,3-formyl-, ethyl ester, (2S-trans)-; (2S,3S)-3-Formyloxirane-2-carboxylic acidethyl ester

Chemical Property of Oxiranecarboxylic acid, 3-formyl-, ethyl ester, (2S-trans)- (9CI)

Chemical Property:

• PSA: 55.90000
• LogP: -0.48420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Oxiranecarboxylic acid, 3-formyl-, ethyl ester, (2S-trans)- (9CI)

There total 6 articles about Oxiranecarboxylic acid, 3-formyl-, ethyl ester, (2S-trans)- (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: 60.0%

4-oxo-but-2-enoic acid ethyl ester (2960-66-9) → 3-formyl-oxirane-2-carboxylic acid ethyl ester + (2S,3S)-3-formyloxirane-2-carboxylic acid ethyl ester (140925-20-8)

Guidance literature:

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; dihydrogen peroxide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ja051808s

Reference yield:

4-oxo-but-2-enoic acid ethyl ester (2960-66-9) → (2R,3S)-3-Formyl-oxirane-2-carboxylic acid ethyl ester + (2S,3S)-3-formyloxirane-2-carboxylic acid ethyl ester (140925-20-8)

Guidance literature:

With dihydrogen peroxide; (2S)-O-trimethylsilyldiphenylprolinol; In chloroform; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.10.128

Reference yield:

4-oxo-but-2-enoic acid ethyl ester (2960-66-9) → C6H8O4 + (2S,3S)-3-formyloxirane-2-carboxylic acid ethyl ester (140925-20-8)

Guidance literature:

With dihydrogen peroxide; In chloroform; at 20 ℃; for 2h; Title compound not separated from byproducts.;

DOI:10.1002/adsc.200600529

upstream raw materials:

(2S,3R)-2,3-epoxy-4-hydroxybutanoic acid ethyl ester

4-oxo-but-2-enoic acid ethyl ester

Downstream raw materials:

3-{(2R,3S)-1-Carboxymethyl-4-oxo-3-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-azetidin-2-yl}-propionic acid ethyl ester; compound with pyrrolidine