Benzyl Alcohol → HCID 14230566, compound

HRID 2050398Notes

Reaction equation

HRID 2050398 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].N[C@H]1C(=O)N(CC2C=CC(OC)=CC=2OC)[C@H]1C(OC)=O.[CH3:57][O:58][C:59]1[CH:87]=[C:86]([O:88][CH3:89])[CH:85]=[CH:84][C:60]=1[CH2:61][N:62]1[C:65](=[O:66])[C@H:64]([NH:67][C:68](OCC2C=CC(OC)=CC=2)=[O:69])[C@@H:63]1[C:80]([O:82][CH3:83])=[O:81].C(OC(N[C@H]1C(=O)N(CC2C=CC(OC)=CC=2OC)[C@H]1C(OC)=O)=O)C1C=CC=CC=1>C(O)(C)(C)C>[CH3:57][O:58][C:59]1[CH:87]=[C:86]([O:88][CH3:89])[CH:85]=[CH:84][C:60]=1[CH2:61][N:62]1[C:65](=[O:66])[C@H:64]([NH:67][C:68]([O:33][CH2:32][C:31]([Cl:35])([Cl:34])[Cl:30])=[O:69])[C@@H:63]1[C:80]([O:82][CH3:83])=[O:81]

Participants

9

Reactant 7

HCID 244Benzyl AlcoholHCID 77384-Methoxybenzyl alcoholHCID 8259TrichloroethanolHCID 64685BorneolHCID 13470812HCID 13470812, compoundHCID 18632686Methyl cis-1-(2,4-Dimethoxybenzyl)-3-amino-4-oxoazetidine-2-carboxylateHCID 70593087HCID 70593087, compound

Product 1

HCID 14230566HCID 14230566, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

When p-methoxybenzyl alcohol, isoborneol, benzyl alcohol or 2,2,2-trichloroethanol is substituted for t-butanol in Preparation 5 in the reaction with methyl cis-3-amino-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate, methyl cis-1-(2,4-dimethoxybenzyl)-3-(p-methoxybenzyloxycarbonylamino)-4-oxoazetidine-2-carboxylate, methyl cis-1-(2,4-dimethoxybenzyl)-3-isobornyloxycarbonylamino-4-oxoazetidine-2-carboxylate, methyl cis-3-benzyloxycarbonylamino-1-(2,4-dimethoxybenzyl)-4-oxoazetidine-2-carboxylate or methyl cis-1-(2,4-dimethoxybenzyl)-4-oxo-3-(2,2,2-trichloroethoxycarbonylamino)-azetidine-2-carboxylate is obtained, respectively.

Sources & evidence

ORD record
ord-ee0ac9e7098444388f66f86f3888e464
Source dataset
uspto-grants-1980_04
Patent number
US04200572

Reaction notes

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