Acetoacetic Acid → HCID 57176137, compound

HRID 1197509Notes

Reaction equation

HRID 1197509 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-0b468bdc1d014965bde2fbbfef10a1c9
Source dataset
uspto-grants-1994_01
Patent number
US05275950

Reaction notes

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