HCID 57129233, compound → HCID 22844605, compound

HRID 374691Notes

Reaction equation

HRID 374691 reaction equation
C(OC([N:11]1[C@@H:15]([CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:14]([CH:23]([OH:32])[CH2:24][N:25]2[CH2:30][CH2:29][CH:28]([CH3:31])[CH2:27][CH2:26]2)[O:13]C1(C)C)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:15]([CH2:16][CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1)[CH:14]([OH:13])[CH:23]([OH:32])[CH2:24][N:25]1[CH2:26][CH2:27][CH:28]([CH3:31])[CH2:29][CH2:30]1

Participants

4

Reactant 1

HCID 57129233HCID 57129233, compound

Product 1

HCID 22844605HCID 22844605, compoundYield 101.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

70 mg of (4S,5RS)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-5-[(1RS)-1-hydroxy-2-(4methylpiperidino)ethyl]oxazolidine was dissolved in 1.5 ml of ethanol, and palladium black was added thereto. The mixture was treated in the same manner as in Example 17 to obtain 45 mg of (2RS,3RS,4S)-4-amino-5-cyclohexyl-1-(4-methylpiperidino)-2,3-pentanediol as colorless oily substance.

Workup

  1. additionThe mixture was treated in the same manner as in Example 17

Sources & evidence

ORD record
ord-52509ea524a14c0db083de49ab46aacc
Source dataset
uspto-grants-1996_01
Patent number
US05481036

Reaction notes

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