2,2-Dimethoxypropane → HCID 67999319, compound

HRID 1048408Notes

Reaction equation

HRID 1048408 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:13]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[N:12]([C@@H:21]([CH2:26][CH3:27])[C:22]([O:24][CH3:25])=[O:23])[C:11](=[O:28])[C@:10]([CH2:30][CH:31]([OH:34])[CH2:32][OH:33])([CH3:29])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.O.[C:36]1(C)[CH:41]=CC(S(O)(=O)=O)=C[CH:37]=1.COC(OC)(C)C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]2[C@@H:13]([C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)[N:12]([C@@H:21]([CH2:26][CH3:27])[C:22]([O:24][CH3:25])=[O:23])[C:11](=[O:28])[C@:10]([CH2:30][CH:31]3[CH2:32][O:33][C:36]([CH3:41])([CH3:37])[O:34]3)([CH3:29])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 64952,2-DimethoxypropaneHCID 521998p-Toluenesulfonic acid monohydrateHCID 67999558HCID 67999558, compound

Product 1

HCID 67999319HCID 67999319, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (S)-methyl 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-(2,3-dihydroxypropyl)-3-methyl-2-oxopiperidin-1-yl)butanoate prepared above in Step A (749 mg, 1.47 mmol) in DCM (8.2 mL) was added p-toluenesulfonic acid monohydrate (14.0 mg, 0.074 mmol) and 2,2-dimethoxypropane (8.15 mL, 66.3 mmol). After being stirred at rt for 3 h, the reaction mixture was concentrated under reduced pressure and the residue was dissolved

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved

Sources & evidence

ORD record
ord-e6b62a5323574f4e9270dbb3b9483cdb
Source dataset
uspto-grants-2013_10
Patent number
US08569341B2

Reaction notes

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