(6R-trans)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R-trans)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• CAS No.: 24209-38-9
• Molecular Formula: C10H12N6O3S2
• Molecular Weight: 328.376
• Hs Code.: 2934999090
• European Community (EC) Number: 246-078-1
• DSSTox Substance ID: DTXSID60865137
• Nikkaji Number: J26.424E
• Mol file: 24209-38-9.mol

Synonyms:24209-38-9;7-amino-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-Amino-3-(1-methyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylicacid;EINECS 246-078-1;MLS006011385;SCHEMBL8818376;DTXSID60865137;XUTQHTOXGKVJPN-UHFFFAOYSA-N;STK182582;7-Amino-3-[(1-methyl-1H-tetrazo-5-yl)thiomethyl]-3-Cephem-4-carboxylic acid;AKOS000714802;(6R-trans)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid;SMR000277965;FT-0638405;4-(4-Methoxy-phenyl)-2,4-dioxo-butyricacid;A817150;SR-01000325001;J-015399;SR-01000325001-1;7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid;(6R)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-trans)-;7-amino-2-carboxy-3-[(1-methyl-1,2,3,4-tetrazol-5-yl)-thiomethyl]-8-oxo-5-thia-1-aza-bicyclo[4,2,0]oct-2-ene;7-amino-2-carboxy-3-[(1-methyl-1,2,3,4-tetrazol-5-yl)thiomethyl]-8-oxo-5-thia-1-aza-bicyclo[4,2,0]oct-2-ene;7-amino-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property of (6R-trans)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Chemical Property:

• Appearance/Colour: similar white powder
• Vapor Pressure: 2.75E-20mmHg at 25°C
• Melting Point: 890°C
• Refractive Index: 1.956
• Boiling Point: 695.2 °C at 760 mmHg
• PKA: 2.54±0.50(Predicted)
• Flash Point: 374.2 °C
• PSA: 177.83000
• Density: 2.04 g/cm³
• LogP: -0.47850
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Aqueous Acid (Slightly), Aqueous Base (Slightly)
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 328.04123061
• Heavy Atom Count: 21
• Complexity: 515

Purity/Quality:

99% ^*data from raw suppliers

7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)N)SC2)C(=O)O
• Uses: 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid is a cephalosporin derivative with antibacterial activity. 7-Amino-3-(1-methyl-5-tetrazolylthio)methyl-3-cephem-4-carboxylic Acid is an intermediate in the preparation of Cefmetazole (C242850) and other semi-synthetic antibiotics.

Technology Process of (6R-trans)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

There total 13 articles about (6R-trans)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-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: 98.0%

1-methyl-5-mercaptotetrazole (13183-79-4) + 7-Aminocephalosporanic acid (957-68-6) → (6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid (24209-38-9)

Guidance literature:

1-methyl-5-mercaptotetrazole; With boron trifluoride dimethyl carbonate complex; carbonic acid dimethyl ester; at 10 - 12 ℃; for 0.166667h;

7-Aminocephalosporanic acid; at 25 ℃; for 0.75h;

With chloroacetyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.75h;

Reference yield:

1H-tetrazole-5-thiol (18686-81-2) + 7-Aminocephalosporanic acid (957-68-6) → (6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid (24209-38-9)

Guidance literature:

With acetonitrile boron trifluoride complex; In acetonitrile; at 30 ℃; for 2h;

Reference yield:

3-deacetyloxy-7-aminocephalosporanic acid (22252-43-3,26395-99-3,70287-30-8,72059-35-9) + 1-methyl-5-mercaptotetrazole (13183-79-4) → (6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid (24209-38-9)

Guidance literature:

With boron trifluoride; In acetonitrile; at 30 ℃; for 2h; Temperature; Solvent; Reagent/catalyst;

upstream raw materials:

1-methyl-5-mercaptotetrazole

7-Aminocephalosporanic acid

(6R,7R)-trimethylsilyl 7-(trimethylsilyl)amino-3-iodomethylceph-3-em-4-carboxylate

(6R,7R)-Trimethylsilyl 7-[((Trimethylsilyl)oxy)carbonyl]-amino-3-iodomethylceph-3-em-4-carboxylate

Downstream raw materials:

7-<(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetamido>-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid

7-<(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-(4-hydroxyphenyl)acetamido>-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid

(6R,7R)-7-[[2-(2-amino-4-thiazolyl)-(Z)-2-(1-diphenylmethoxycarbonyl-1-methylethoxy)imino]acetamido]-3-[[(1-methyl-1H-5-tetrazolyl)thio]-methyl]-3-cephem-4-carboxylic acid

C₁₇H₁₆N₆O₃S₃