4-Oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, α-(1-methylethenyl)-3-(4-methylphenyl)-7-oxo-, diphenylmethyl ester, [1R-[1α,5α,6(R*)]]- (9CI)

Base Information

• Chemical Name: 4-Oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, α-(1-methylethenyl)-3-(4-methylphenyl)-7-oxo-, diphenylmethyl ester, [1R-[1α,5α,6(R*)]]- (9CI)
• CAS No.: 67978-05-6
• Molecular Formula: C29H26N2O4
• Molecular Weight: 466.536
• Mol file: 67978-05-6.mol

Synonyms:C29H26N2O4;

Chemical Property of 4-Oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, α-(1-methylethenyl)-3-(4-methylphenyl)-7-oxo-, diphenylmethyl ester, [1R-[1α,5α,6(R*)]]- (9CI)

Chemical Property:

• Boiling Point: 660.2±55.0 °C(Predicted)
• PKA: 2.62±0.20(Predicted)
• PSA: 68.20000
• Density: 1.23±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 3.95970

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, α-(1-methylethenyl)-3-(4-methylphenyl)-7-oxo-, diphenylmethyl ester, [1R-[1α,5α,6(R*)]]- (9CI)

There total 8 articles about 4-Oxa-2,6-diazabicyclo[3.2.0]hept-2-ene-6-acetic acid, α-(1-methylethenyl)-3-(4-methylphenyl)-7-oxo-, diphenylmethyl ester, [1R-[1α,5α,6(R*)]]- (9CI) 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: 88.2%

C29H28N2O5S → C29H26N2O4 (67978-05-6)

Guidance literature:

With sulfuric acid; triethyl phosphite; In chlorobenzene; at 65 - 70 ℃; for 2.5h; Solvent; Temperature;

Reference yield: 80.2%

C29H28N2O5S (82468-41-5) → C29H26N2O4 (67978-05-6)

Guidance literature:

With triphenylphosphine; In ethyl acetate; at 78 ℃;

DOI:10.1016/j.cclet.2012.01.014

Reference yield:

6β-(4-toluamido)penicillanic acid (17028-66-9) → C29H26N2O4 (67978-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine; methanesulfonyl chloride / -5 - 10 °C

2: sodium tungstate; dihydrogen peroxide / 0 °C

3: chloro-trimethyl-silane; triethylamine / 10 °C

4: triphenylphosphine / ethyl acetate / 78 °C

With pyridine; sodium tungstate; chloro-trimethyl-silane; dihydrogen peroxide; methanesulfonyl chloride; triethylamine; triphenylphosphine; In ethyl acetate;

DOI:10.1016/j.cclet.2012.01.014

upstream raw materials:

6β-(4-toluamido)penicillanic acid

C₂₉H₂₈N₂O₅S

1,1-Diphenylmethanol

diphenylmethyl 6β-(4-toluamido)penicillanate

Downstream raw materials:

diphenylmethyl (2R,6R,7R)-3-methylene-7-[(4-methylbenzoyl)amino]-8-oxo-5-oxa-1-azabicyclo[4.2.0]octane-2-carboxylate

(6R,7R)-benzhydryl (7-(2-difluoromethylthio)acetamido)-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4,2,0]oct-2-ene-2-carboxylate

C₃₀H₂₆Cl₂N₂O₆S

C₃₀H₂₅Cl₃N₂O₆S