3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Base Information

Chemical Name:3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
CAS No.:74923-12-9
Molecular Formula:C₁₃H₁₈N₂O₅S
Molecular Weight:314.362
Hs Code.:
DSSTox Substance ID:DTXSID60513500
Wikidata:Q82373349

Synonyms:74923-12-9;SCHEMBL11166417;DTXSID60513500;3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Suppliers and Price of 3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Supply Marketing:

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

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Chemical Property of 3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Chemical Property:

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:

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

Technology Process of 3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

There total 9 articles about 3-[(2-Acetamidoethyl)sulfanyl]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid 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;