3,5-Di-tert-butyl-4-hydroxybenzaldehyde → HCID 136263227, compound

HRID 1395557Notes

Reaction equation

HRID 1395557 reaction equation
[NH2:1][C@@H:2]1[C:33](=[O:34])[N:4]2[C:5]([C:17]([O:19][CH:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:18])=[C:6]([CH2:9][S:10][C:11]3[N:15]([CH3:16])[N:14]=[N:13][N:12]=3)[CH2:7][S:8][C@H:3]12.[C:35]([C:39]1[CH:40]=[C:41]([CH:44]=[C:45]([C:48]([CH3:51])([CH3:50])[CH3:49])[C:46]=1[OH:47])[CH:42]=O)([CH3:38])([CH3:37])[CH3:36]>C1C=CC=CC=1.ClCCl>[C:48]([C:45]1[CH:44]=[C:41]([CH:40]=[C:39]([C:35]([CH3:38])([CH3:37])[CH3:36])[C:46]=1[OH:47])[CH:42]=[N:1][C@@H:2]1[C:33](=[O:34])[N:4]2[C:5]([C:17]([O:19][CH:20]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:18])=[C:6]([CH2:9][S:10][C:11]3[N:15]([CH3:16])[N:14]=[N:13][N:12]=3)[CH2:7][S:8][C@H:3]12)([CH3:50])([CH3:51])[CH3:49]

Participants

5

Reactant 2

HCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 12873516(6R,7R)-Benzhydryl 7-amino-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Product 1

HCID 136263227HCID 136263227, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of diphenylmethyl 7β-amino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylate (9.89 g) and 3,5-di-t-butyl-4-hydroxybenzaldehyde (5.62 g) in a mixture of benzene (160 ml) and dichloromethane (40 ml) is refluxed for 1 hour in the presence of a molecular sieve to give a solution of diphenylmethyl 7β-(3,5-di-t-butyl-4-hydroxy-benzylidene)amino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylate.

Workup

  1. temperatureis refluxed for 1 hour in the presence of a molecular sieve

Sources & evidence

ORD record
ord-294868dadeb24d97ae49166d03edb0e5
Source dataset
uspto-grants-1980_05
Patent number
US04203982

Reaction notes

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