Epithienamycin C

Base Information

Chemical Name:Epithienamycin C
CAS No.:63599-16-6
Molecular Formula:C13H18N2O5S
Molecular Weight:314.36
Hs Code.:
DSSTox Substance ID:DTXSID20434666
Nikkaji Number:J146.630E
Wikidata:Q27155016
Metabolomics Workbench ID:117318

Synonyms:Epithienamycin C;63599-16-6;(5R,6S)-3-(2-acetamidoethylsulfanyl)-6-[(1S)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;Antbiotic PS-3B;SCHEMBL11182507;CHEBI:81060;DTXSID20434666;C17397;Q27155016

Suppliers and Price of Epithienamycin C

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

Total 1 raw suppliers

Chemical Property of Epithienamycin C

Chemical Property:

PSA：135.73000
LogP:0.54160
XLogP3:-0.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:314.09364285
Heavy Atom Count:21
Complexity:519

Purity/Quality:: 95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1C2CC(=C(N2C1=O)C(=O)O)SCCNC(=O)C)O
Isomeric SMILES:C[C@@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCNC(=O)C)O

Technology Process of Epithienamycin C

There total 9 articles about Epithienamycin C 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: 50.0%

: 77359-12-7,84367-47-5
p-nitrobenzyl (+/-)-cis-3-(2-acetamidoethylthio)-6β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

: 63582-78-5,63599-16-6,63701-32-6,74923-12-9,77448-04-5
(+/-)-epithienamycin A

Guidance literature:: With hydrogen; sodium hydrogencarbonate; platinum(IV) oxide; In tetrahydrofuran; for 1.5h; Pressure (range begins): 40 ; Ambient temperature;
DOI:10.1039/P19810002282

Reference yield:

: 76335-76-7,77448-00-1,79299-25-5,90581-13-8,150284-14-3
(+/-)-4β-carboxymethyl-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one

: 63582-78-5,63599-16-6,63701-32-6,74923-12-9,77448-04-5
(+/-)-epithienamycin A

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) N,N'-carbonyldiimidazole

2: p-toluenesulphonyl azide, triethylamine

3: rhodium diacetate

4: 4-dimethylaminopyridine, diisopropylethylamine / acetonitrile

5: diisopropylethylamine

6: NaHCO₃, H₂ / Adams catalyst / tetrahydrofuran; H₂O / 2068.6 Torr

With rhodium(II) acetate; dmap; 4-toluenesulfonyl azide; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; platinum(IV) oxide; In tetrahydrofuran; water; acetonitrile;

Reference yield:

: 78072-36-3,96093-91-3,96093-95-7
(5R,6R)-3-(Diphenoxy-phosphoryloxy)-6-[(S)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 63582-78-5,63599-16-6,63701-32-6,74923-12-9,77448-04-5
(+/-)-epithienamycin A

Guidance literature:: Multi-step reaction with 2 steps

1: diisopropylethylamine

2: NaHCO₃, H₂ / Adams catalyst / tetrahydrofuran; H₂O / 2068.6 Torr

With hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; water;