ETHYL (3R)-3,4-EPOXYBUTYRATE

Base Information

• Chemical Name: ETHYL (3R)-3,4-EPOXYBUTYRATE
• CAS No.: 112083-64-4
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• DSSTox Substance ID: DTXSID301309993
• Nikkaji Number: J1.744.875G
• Mol file: 112083-64-4.mol

Synonyms:Oxiraneaceticacid, ethyl ester, (2R)- (9CI);Oxiraneacetic acid, ethyl ester, (R)-;Ethyl (2R)-oxiran-2-ylacetate;

Chemical Property of ETHYL (3R)-3,4-EPOXYBUTYRATE

Chemical Property:

• Boiling Point: 158.3 °C at 760 mmHg
• Flash Point: 73.5 °C
• PSA: 38.83000
• Density: 1.099 g/cm³
• LogP: 0.33840
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 111

Purity/Quality:

97% ^*data from raw suppliers

ETHYL-(3R)-3,4-EPOXYBUTYRATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1CO1
• Isomeric SMILES: CCOC(=O)C[C@@H]1CO1

Technology Process of ETHYL (3R)-3,4-EPOXYBUTYRATE

There total 6 articles about ETHYL (3R)-3,4-EPOXYBUTYRATE 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: 93.8%

ethyl (L)-4-chloro-3-hydroxybutyrate (10488-69-4,86728-85-0,87068-18-6,90866-33-4) → ethyl 2-((2R)-oxiran-2-yl)acetate (112083-64-4)

Guidance literature:

With sodium carbonate; silver sulfate; In dichloromethane; at 25 ℃; for 24h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 92.0%

(+/-)-ethyl-3,4-epoxybutanoate (32223-97-5) → ethyl 2-((2R)-oxiran-2-yl)acetate (112083-64-4) + (S)-ethyl 3,4-dihydroxybutanoate (112635-76-4,108585-47-3)

Guidance literature:

With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); air; acetic acid; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1021/ja016737l

Reference yield: 80.0%

Ethyl (R)-3-hydroxy-4-iodobutanoate (112083-27-9,159614-88-7) → ethyl 2-((2R)-oxiran-2-yl)acetate (112083-64-4)

Guidance literature:

With silver(l) oxide;

DOI:10.1016/S0040-4039(00)95419-4

upstream raw materials:

Ethyl (R)-3-hydroxy-4-iodobutanoate

(+/-)-ethyl-3,4-epoxybutanoate

ethyl 3-butenoate

ethyl (L)-4-chloro-3-hydroxybutyrate

Downstream raw materials:

L-carnitine