Acetoacetic Acid → HCID 57176137, compound

HRID 2226061Notes

Reaction equation

HRID 2226061 reaction equation
[C:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC([CH2:17][C:18]([OH:20])=[O:19])=O.[C:21]([O:24]C(=O)C)(=[O:23])[CH3:22]>N1C=CC=CC=1>[CH2:7]([C:8]1[C@@H:9]([O:20][C:18](=[O:19])[CH3:17])[C@@H:10]([O:24][C:21](=[O:23])[CH3:22])[CH:11]=[CH:12][CH:13]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 96Acetoacetic AcidHCID 7580DiphenylmethaneHCID 7918Acetic Anhydride

Product 1

HCID 57176137HCID 57176137, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The title compound is prepared by the microbial oxidation of diphenylmethane by Pseudomonas putida 39D using the method of T. Hudlicky et al. J. Am. Chem. Soc. 110, 4735-41 (1988) and D. Gibson et al. Biochemistry, 9, 1626-30 (1970) followed by protection as the diacetate using acetic anhydride in pyridine.

Sources & evidence

ORD record
ord-1ae7f75ed7634eb29fcc993de9a6619e
Source dataset
uspto-grants-1994_09
Patent number
US05344990

Reaction notes

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