Eponemycin

Base Information

Chemical Name:Eponemycin
CAS No.:126509-46-4
Molecular Formula:C₂₀H₃₄N₂O₆
Molecular Weight:398.5
Hs Code.:
Metabolomics Workbench ID:98849
Nikkaji Number:J528.859B
Wikidata:Q105381002
Mol file:126509-46-4.mol

Synonyms:1,2-epoxy-2-hydroxymethyl-4-(N-isooctanoylserylamino)-6-methylhept-6-ene-3-one;eponemycin

Suppliers and Price of Eponemycin

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
EPONEMYCIN 95.00%
5MG
$ 499.84

Total 2 raw suppliers

Chemical Property of Eponemycin

Chemical Property:

Vapor Pressure:3.01E-21mmHg at 25°C
Boiling Point:677.2°C at 760 mmHg
Flash Point:363.4°C
PSA：135.24000
Density:1.153g/cm³
LogP:2.14190
XLogP3:1.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:14
Exact Mass:398.24168681
Heavy Atom Count:28
Complexity:577

Purity/Quality:

95% ^*data from raw suppliers

EPONEMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)CCCCC(=O)NC(CO)C(=O)NC(CC(=C)C)C(=O)C1(CO1)CO
Isomeric SMILES:CC(C)CCCCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(=C)C)C(=O)[C@]1(CO1)CO

Technology Process of Eponemycin

There total 24 articles about Eponemycin 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: 40.0%

: 141632-10-2
(4S)-2-hydroxymethyl--6-methyl-3-oxo-1,6-heptadiene

: 126509-46-4,141662-62-6,141662-63-7,141662-64-8
eponemycin

: 126509-46-4,141662-62-6,141662-63-7,141662-64-8
6-Methyl-heptanoic acid {(S)-2-hydroxy-1-[(R)-1-(2-hydroxymethyl-oxiranecarbonyl)-3-methyl-but-3-enylcarbamoyl]-ethyl}-amide

Guidance literature:: With dihydrogen peroxide; potassium hydrogencarbonate; In methanol; benzonitrile; at 4 ℃; for 15h; Yield given;
DOI:10.1039/c39920000529

Reference yield: 40.0%

: 141632-10-2
(4S)-2-hydroxymethyl--6-methyl-3-oxo-1,6-heptadiene

: 126509-46-4,141662-62-6,141662-63-7,141662-64-8
eponemycin

: 126509-46-4,141662-62-6,141662-63-7,141662-64-8
6-Methyl-heptanoic acid {(S)-2-hydroxy-1-[(R)-1-(2-hydroxymethyl-oxiranecarbonyl)-3-methyl-but-3-enylcarbamoyl]-ethyl}-amide

Guidance literature:: With dihydrogen peroxide; potassium hydrogencarbonate; In methanol; benzonitrile; at 4 ℃; for 15h; Yield given;
DOI:10.1039/c39920000529

Reference yield:

: 87325-65-3,88547-24-4
(R,S)-2-acetamido-4-methyl-4-pentenoic acid

: 126509-46-4,141662-62-6,141662-63-7,141662-64-8
eponemycin

Guidance literature:: Multi-step reaction with 12 steps

1: 24 percent / aq. NH₃ / 33 °C / acylase I, pH 7-7.2

2: LiAlH₄ / tetrahydrofuran / 2 h / from 0 deg C to reflux

3: 85 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

4: 1.) (COCl)2, dimethyl sulfoxide (DMSO), 2.) Et₃N / 1.) CH₂Cl₂, -80 deg C, 30 min, 2.) CH₂Cl₂, from -80 deg C to 20 deg C

5: 1.) tert-butyllithium / 1.) pentane, Et₂O, from -80 deg C to 0 deg C, 4 h, 2.) pentane, Et₂O, a) -80 deg C, 1 h, b) 0 deg C, 2 h

6: 94 percent / imidazole / dimethylformamide / 24 h / 20 °C

7: acetic acid / 20 h

8: 72 percent / diphenylphosphorylazide (DPPA), Et₃N / dimethylformamide / 24 h / -4 °C

9: 82 percent / imidazole / dimethylformamide / 24 h / 50 °C

10: 1.) (COCl)2, dimethyl sulfoxide, 2.) ethyldiisopropylamine / 1.) CH₂Cl₂, -80 deg C, 30 min, 2.) CH₂Cl₂, from -80 deg C to 20 deg C

11: 86 percent / 50percent aq. HF / acetonitrile / 2 h / 20 °C

12: H₂O₂, KHCO₃ / benzonitrile; methanol / 15 h / 4 °C

With 1H-imidazole; ammonium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; diphenylphosphoranyl azide; hydrogen fluoride; dihydrogen peroxide; tert.-butyl lithium; potassium hydrogencarbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; benzonitrile; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c39920000529