Reaction equation
COC1C=CC(CO)=CC=1.CC1(C)C2(C)C(O)CC1CC2.C(O)C1C=CC=CC=1.[Cl:30][C:31]([Cl:35])([Cl:34])[CH2:32][OH:33].COC1C=CC(C[O:43][C:44]([NH:46][CH:47]2[C:50](=[O:51])[N:49]([CH2:52][C:53]3[CH:58]=[CH:57][C:56]([O:59][CH3:60])=[CH:55][C:54]=3[O:61][CH3:62])[CH:48]2[C:63]([O:65][CH3:66])=[O:64])=O)=CC=1.C(OC(NC1C(=O)N(CC2C=CC(OC)=CC=2OC)C1C(OC)=O)=O)C1C=CC=CC=1>C(O)(C)(C)C>[Cl:30][C:31]([Cl:35])([Cl:34])[CH2:32][O:33][C:44]([NH:46][CH:47]1[C:50](=[O:51])[N:49]([CH2:52][C:53]2[CH:58]=[CH:57][C:56]([O:59][CH3:60])=[CH:55][C:54]=2[O:61][CH3:62])[CH:48]1[C:63]([O:65][CH3:66])=[O:64])=[O:43]Participants
8
Reactant 6
HCID 244Benzyl Alcohol
HCID 77384-Methoxybenzyl alcohol
HCID 8259Trichloroethanol
HCID 64685Borneol
HCID 13470810Methyl 3-(benzyloxycarbonylamino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate
HCID 23470086Methyl 3-(p-methoxybenzyloxycarbonylamino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylateProduct 1
Reagents, catalysts & solvents 1
Procedure
When p-methoxybenzyl alcohol, isoborneol, benzyl alcohol, or 2,2,2-trichloroethanol is substituted for t-butanol in Example 3, methyl 3-(p-methoxybenzyloxycarbonylamino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate, methyl 3-(isobornyloxycarbonylamino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate, methyl 3-(benzyloxycarbonylamino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate, or methyl 3-(2,2,2-trichloroethoxycarbonylamino)-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate is obtained.
Sources & evidence
- ORD record
- ord-fee54150766844c99029a0e2332a2bb6
- Source dataset
- uspto-grants-1981_03
- Patent number
- US04257947
Linked notes
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