(5R)-3-[[(E)-2-(Acetylamino)ethenyl]thio]-6-[(E)-2-hydroxy-1-methylethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Base Information

Chemical Name:(5R)-3-[[(E)-2-(Acetylamino)ethenyl]thio]-6-[(E)-2-hydroxy-1-methylethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
CAS No.:81018-71-5
Molecular Formula:C₁₄H₁₆N₂O₅S
Molecular Weight:324.357
Hs Code.:
Mol file:81018-71-5.mol

Synonyms:(R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[2-hydroxy-1-methyl-eth-(E)-ylidene]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid;

Suppliers and Price of (5R)-3-[[(E)-2-(Acetylamino)ethenyl]thio]-6-[(E)-2-hydroxy-1-methylethylidene]-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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
ASPARENOMYCIN C 95.00%
5MG
$ 496.99

Total 2 raw suppliers

Chemical Property of (5R)-3-[[(E)-2-(Acetylamino)ethenyl]thio]-6-[(E)-2-hydroxy-1-methylethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Chemical Property:

PSA：132.24000
LogP:0.87520

Purity/Quality:

95% ^*data from raw suppliers

ASPARENOMYCIN C 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R)-3-[[(E)-2-(Acetylamino)ethenyl]thio]-6-[(E)-2-hydroxy-1-methylethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

There total 10 articles about (5R)-3-[[(E)-2-(Acetylamino)ethenyl]thio]-6-[(E)-2-hydroxy-1-methylethylidene]-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: 49.0%

: 87841-50-7
(R)-3-((E)-2-Acetylamino-vinylsulfanyl)-6-[1-methyl-2-(4-nitro-benzyloxycarbonyloxy)-eth-(E)-ylidene]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

: 81018-71-5
(-)-asparenomycin C

Guidance literature:: With hydrogen; palladium on activated charcoal; In 1,4-dioxane; phosphate buffer, pH 7.5;
DOI:10.1021/ja00362a036

Reference yield:

: 87829-35-4
(R)-1-(tert-Butyl-dimethyl-silanyl)-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-azetidin-2-one

: 81018-71-5
(-)-asparenomycin C

Guidance literature:: Multi-step reaction with 10 steps

1: LDA / tetrahydrofuran / 0.25 h / -78 °C

2: tetrahydrofuran / 0.25 h / -78 °C

3: HgCl₂, CaCO₃ / acetonitrile; H₂O / 40 °C

4: 90 percent / DMAP / CH₂Cl₂

5: conc. HCl / methanol

6: CrO₃/pyridine

8: i-Pr₂NEt, DMAP / acetonitrile

9: NaI / acetonitrile

10: 49 percent / H₂ / Pd/C / dioxane / phosphate buffer, pH 7.5

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; hydrogen; N-ethyl-N,N-diisopropylamine; calcium carbonate; sodium iodide; mercury dichloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ja00362a036

Reference yield:

: (R)-1-(tert-Butyl-dimethyl-silanyl)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-trimethylsilanyloxy-1,2-dihydro-azete

: 81018-71-5
(-)-asparenomycin C

Guidance literature:: Multi-step reaction with 9 steps

1: tetrahydrofuran / 0.25 h / -78 °C

2: HgCl₂, CaCO₃ / acetonitrile; H₂O / 40 °C

3: 90 percent / DMAP / CH₂Cl₂

4: conc. HCl / methanol

5: CrO₃/pyridine

7: i-Pr₂NEt, DMAP / acetonitrile

8: NaI / acetonitrile

9: 49 percent / H₂ / Pd/C / dioxane / phosphate buffer, pH 7.5

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; hydrogen; N-ethyl-N,N-diisopropylamine; calcium carbonate; sodium iodide; mercury dichloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ja00362a036