HCID 69877110, compound → HCID 69876585, compound

HRID 1860040Notes

Reaction equation

HRID 1860040 reaction equation
[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:42])[C@@H:15]([O:32][C:33]1[CH:38]=[CH:37][C:36]([CH:39]([CH3:41])[CH3:40])=[CH:35][CH:34]=1)[C@@H:16]([C:18]1[CH:23]=[CH:22][C:21]([O:24]CC2C=CC=CC=2)=[CH:20][CH:19]=1)[OH:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd]>[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:42])[C@@H:15]([O:32][C:33]1[CH:38]=[CH:37][C:36]([CH:39]([CH3:40])[CH3:41])=[CH:35][CH:34]=1)[C@H:16]([OH:17])[C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 69877110HCID 69877110, compound

Product 1

HCID 69876585HCID 69876585, compoundYield 90.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a similar manner to that described in Reference example 1(d), a reaction was carried out using (S)-4-benzyl-3-[(2S,3R)-3-(4-benzyloxyphenyl)-3-hydroxy-2-(4-isopropylphenoxy)propionyl]oxazolidine-2-one (25.0 g), which is the product of Reference example 29(b) and palladium on carbon (5%, 2.50 g) and the reaction mixture was treated to afford the desired compound (19.1 g) as a mass of foam.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-4d022058b5ed412f9ef20a233c162bb2
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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