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

Base Information

Chemical Name:Oxiranecarboxylic acid, 3-(hydroxymethyl)-, ethyl ester, (2S-trans)- (9CI)
CAS No.:136171-94-3
Molecular Formula:C6H10O4
Molecular Weight:146.143
Hs Code.:
Mol file:136171-94-3.mol

Synonyms:Oxiranecarboxylic acid, 3-(hydroxymethyl)-, ethyl ester, (2S-trans)- (9CI)

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

PSA：59.06000
LogP:-0.69080

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

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

There total 2 articles about Oxiranecarboxylic acid, 3-(hydroxymethyl)-, 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:

: 136060-76-9
2-O-Tosyl-D-erythro-1,4-lactone

: ethyl acetate n-hexane

: 98-59-9
p-toluenesulfonyl chloride

: 15667-21-7
D-erythronolactone

: 136171-94-3
(2S,3R)-2,3-epoxy-4-hydroxybutanoic acid ethyl ester

Guidance literature:: With hydrogenchloride; dmap; sodium ethanolate; triethylamine; In tetrahydrofuran; ethanol; water;

Reference yield:

: 13906-67-7
3-formyl-oxiranecarboxylic acid ethyl ester

: 3-hydroxymethyl-oxirane-2-carboxylic acid ethyl ester

: 136171-94-3
(2S,3R)-2,3-epoxy-4-hydroxybutanoic acid ethyl ester

: 117069-18-8
(2R,3S)-ethyl 3-(hydroxymethyl)oxirane-2-carboxylate

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.333333h; Title compound not separated from byproducts;
DOI:10.1039/b512542a

Reference yield:

: 136171-94-3
(2S,3R)-2,3-epoxy-4-hydroxybutanoic acid ethyl ester

: 135693-13-9
3-{(2R,3S)-1-Carboxymethyl-4-oxo-3-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-azetidin-2-yl}-propionic acid ethyl ester; compound with pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 30 min

2: MgSO₄ / CH₂Cl₂ / 14 h / -26 °C

3: 60 percent / NEt₃ / CH₂Cl₂ / 1) -78 deg C, 20 min, 2) -20 deg C, 16 h

4: NaI, TsOH / acetonitrile / 2 h / 3 °C

5: H₂ / 5percent Pd-C / ethanol / 2.5 h / 25 °C

6: TFA / CH₂Cl₂ / 24 h / -15 °C

7: tetrahydrofuran / 2 h / 25 °C

With oxalyl dichloride; hydrogen; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)91559-4