(6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Base Information

• Chemical Name: (6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS No.: 66510-99-4
• Molecular Formula: C24H24N6O5S
• Molecular Weight: 508.558
• DSSTox Substance ID: DTXSID80511568
• Nikkaji Number: J24.502J
• Wikidata: Q72438765
• Mol file: 66510-99-4.mol

Synonyms:66510-99-4;CID 12856851;benzhydryl (6R,7R)-7-amino-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;(6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;DTXSID80511568;AKOS016008002;Diphenylmethyl (6R,7R)-7-amino-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property of (6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property:

• Boiling Point: 723.6±70.0 °C(Predicted)
• PKA: 2.85±0.60(Predicted)
• PSA: 159.99000
• Density: 1.49
• LogP: 2.02720
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 508.15288906
• Heavy Atom Count: 36
• Complexity: 846

Purity/Quality:

99.0% ^*data from raw suppliers

(6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(N)OC)OC2)C(=O)OC(C4=CC=CC=C4)C5=CC=CC=C5
• Isomeric SMILES: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(N)OC)OC2)C(=O)OC(C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of (6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 11 articles about (6R,7R)-Benzhydryl 7-amino-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)-thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 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: 93.2%

diphenylmethyl 7β-benzamido-7α-methoxy-3-<<(1-methyl-1H-yetrazol-5-yl)thio>methyl>-1-oxadethia-3-cephem-4-carboxylate (68402-81-3) → (6R,7R)-benzhydryl-7-amino-7-methoxy-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (66510-99-4)

Guidance literature:

With pyridine; bis(trichloromethyl) carbonate; In dichloromethane; at -25 - 5 ℃; for 3h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

Reference yield: 84.2%

C24H22N6O4S2 → (6R,7R)-benzhydryl-7-amino-7-methoxy-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate (66510-99-4)

Guidance literature:

With aluminum ethoxide; triphenylphosphine; at -30 - -20 ℃; for 24h; Large scale;

Reference yield: 84.0%

benzhydryl 7-methylthioimino-3-[1-methyl-1H-tetrazol-5-yl]thiomethyl-1-dethia-1-oxa-3-cephem-4-carboxylate → (6R)-7t-amino-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (64952-67-6,66510-99-4,73804-00-9,76945-69-2,90192-72-6,115937-39-8)

Guidance literature:

benzhydryl 7-methylthioimino-3-[1-methyl-1H-tetrazol-5-yl]thiomethyl-1-dethia-1-oxa-3-cephem-4-carboxylate; With triphenylphosphine; In dichloromethane; at 0 - 5 ℃; for 0.25 - 0.333333h;

With aluminum (III) chloride; sodium hydrogencarbonate; In methanol; dichloromethane; at 0 - 25 ℃; for 3 - 3.83333h;

With acetic acid; In methanol; dichloromethane; at 20 - 25 ℃; for 0.333333h; Product distribution / selectivity;

upstream raw materials:

diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<<(1-methyl-1H-tetrazol-5-yl)thio>methyl>-1-oxadethia-3-cephem-4-carboxylate

diphenylmethyl 7β-benzamido-7α-methoxy-3-<<(1-methyl-1H-yetrazol-5-yl)thio>methyl>-1-oxadethia-3-cephem-4-carboxylate

(6R,7R)-7-Benzoylamino-3-chloromethyl-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzyl ester

sodium 1-methyl-1H-tetrazole-5-thiolate

Downstream raw materials:

moxalactam

(6R)-7t-((R)-2-formyloxy-2-phenyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(R)-7,7-dihydroxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(6R,7R)-7-[2-(4-Benzyloxycarbonyloxy-phenyl)-acetylamino]-7-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester