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benzyl 7α-<(1R)-1-hydroxyethyl>-3-carbamoyl-1-oxa-3-cephem-4-carboxylate

Base Information
  • Chemical Name:benzyl 7α-<(1R)-1-hydroxyethyl>-3-carbamoyl-1-oxa-3-cephem-4-carboxylate
  • CAS No.:129441-63-0
  • Molecular Formula:C17H18N2O6
  • Molecular Weight:346.34
  • Hs Code.:
benzyl 7α-<(1R)-1-hydroxyethyl>-3-carbamoyl-1-oxa-3-cephem-4-carboxylate

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Chemical Property of benzyl 7α-<(1R)-1-hydroxyethyl>-3-carbamoyl-1-oxa-3-cephem-4-carboxylate
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Technology Process of benzyl 7α-<(1R)-1-hydroxyethyl>-3-carbamoyl-1-oxa-3-cephem-4-carboxylate

There total 13 articles about benzyl 7α-<(1R)-1-hydroxyethyl>-3-carbamoyl-1-oxa-3-cephem-4-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:
Guidance literature:
Multi-step reaction with 11 steps
1: 86 percent / zinc acetate / benzene / 8.5 h / Heating
2: 49 percent / 1.) oxalyl chloride, DMSO, 2.) Et3N / CH2Cl2 / -50 °C / 1.) 15 min, 2.) 1 h
3: Et3N / tetrahydrofuran / 3 h / Ambient temperature
4: 2,6-lutidine, thionyl chloride / CH2Cl2 / 0.75 h / -40 °C
5: CH2Cl2 / Ambient temperature
6: 60 percent / 5.18 M NaOMe / methanol / 2.5 h / -40 °C
7: 87 percent / toluene / 3.5 h / 100 °C
8: 99 percent / 1.) oxalyl chloride, DMSO, 2.) Et3N / CH2Cl2 / -40 °C / 1.) 20 min, 2.) 1 h
9: sodium chlorite, sodium dihydrogen phosphate / tetrahydrofuran; various solvent(s); H2O / 3.5 h / Ambient temperature
10: 40 percent / phenyl dichlorophosphate, Et3N, 1.6 M ammonia/DMF / CH2Cl2 / 0.5 h / -25 °C
11: BF3*Et2O / acetonitrile / 2 h / -40 °C
With 2,6-dimethylpyridine; ammonium hydroxide; sodium chlorite; thionyl chloride; sodium dihydrogen phosphate; oxalyl dichloride; boron trifluoride diethyl etherate; zinc diacetate; sodium methylate; dimethyl sulfoxide; O-phenyl phosphorodichloridate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; benzene;
Guidance literature:
Multi-step reaction with 12 steps
1: 91 percent / 70percent m-chloroperbenzoic acid, NaHCO3 / CH2Cl2 / Ambient temperature
2: 77 percent / Ti(iOPr)4 / 6 h / Ambient temperature
3: 49 percent / 1.) oxalyl chloride, DMSO, 2.) Et3N / CH2Cl2 / -50 °C / 1.) 15 min, 2.) 1 h
4: Et3N / tetrahydrofuran / 3 h / Ambient temperature
5: 2,6-lutidine, thionyl chloride / CH2Cl2 / 0.75 h / -40 °C
6: CH2Cl2 / Ambient temperature
7: 60 percent / 5.18 M NaOMe / methanol / 2.5 h / -40 °C
8: 87 percent / toluene / 3.5 h / 100 °C
9: 99 percent / 1.) oxalyl chloride, DMSO, 2.) Et3N / CH2Cl2 / -40 °C / 1.) 20 min, 2.) 1 h
10: sodium chlorite, sodium dihydrogen phosphate / tetrahydrofuran; various solvent(s); H2O / 3.5 h / Ambient temperature
11: 40 percent / phenyl dichlorophosphate, Et3N, 1.6 M ammonia/DMF / CH2Cl2 / 0.5 h / -25 °C
12: BF3*Et2O / acetonitrile / 2 h / -40 °C
With 2,6-dimethylpyridine; titanium(IV) isopropylate; ammonium hydroxide; sodium chlorite; thionyl chloride; sodium dihydrogen phosphate; oxalyl dichloride; boron trifluoride diethyl etherate; sodium methylate; sodium hydrogencarbonate; dimethyl sulfoxide; O-phenyl phosphorodichloridate; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
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