HCID 178445512, compound → Simvastatin

HRID 381711

Reaction equation

HRID 381711 reaction equation
[CH3:1][CH2:2][C:3]([C:6]([O:8][C@@H:9]1[C@@H:14]2[C@@H:15]([CH2:20][CH2:21][C@H:22]3[O:28][C:26](=[O:27])[CH2:25][C@H:24]([OH:29])[CH2:23]3)[C@@H:16]([CH3:19])[CH:17]=[CH:18][C:13]2=[CH:12][C@H:11]([CH3:30])[CH2:10]1)=[O:7])([CH3:5])[CH3:4].B([O-])[O-].B([O-])[O-]>>[CH3:1][CH2:2][C:3]([C:6]([O:8][C@@H:9]1[C@@H:14]2[C@@H:15]([CH2:20][CH2:21][C@H:22]3[O:28][C:26](=[O:27])[CH2:25][C@H:24]([OH:29])[CH2:23]3)[C@@H:16]([CH3:19])[CH:17]=[CH:18][C:13]2=[CH:12][C@H:11]([CH3:30])[CH2:10]1)=[O:7])([CH3:5])[CH3:4]

Participants

3

Reactant 2

HCID 178445512HCID 178445512, compound2×HCID 178514824HCID 178514824, compound

Product 1

HCID 54454Simvastatin

Procedure

Alternatively, III may be dissolved in an organic solvent and recirculated over a supported diol or polyol stationary phase to which the boronate moiety of III becomes attached. The organic solution is concentrated to obtain simvastatin.

Workup

  1. concentrationThe organic solution is concentrated

Sources & evidence

ORD record
ord-658d7d10b5e145a98d878620a12745a5
Source dataset
uspto-grants-2001_10
Patent number
US06307066B1

Linked notes

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