HCID 131722881, compound → (3Rs,4s)-4-(biphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol

HRID 379966Notes

Reaction equation

HRID 379966 reaction equation
[C:1]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:6]=[CH:5][C:4]([O:7][C@H:8]([CH:10]([OH:19])[C:11]#[C:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[CH3:9])=[CH:3][CH:2]=1>[Pd].C(OCC)(=O)C>[C:1]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:2]=[CH:3][C:4]([O:7][C@@H:8]([CH3:9])[CH:10]([OH:19])[CH2:11][CH2:12][C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 131722881HCID 131722881, compound

Product 1

HCID 20692757(3Rs,4s)-4-(biphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Prepared according to the method described in Example 1d) from (2S, 3RS)-2-(biphenyl-4-yloxy)-5-pyridin-3-yl-pent-4-yn-3-ol (4.16 g, Example 4c)), 10% palladium on charcoal (0.5 g) in ethyl acetate (100 ml) to give the sub-title compound as a white solid and as a 4:1 mixture of diastereomers (4.13 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-827bd7f877b143b0aecaddd61fa82423
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Reaction notes

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