HCID 57208696, compound → HCID 22844603, compound

HRID 893131Notes

Reaction equation

HRID 893131 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:29])[CH2:24][NH:25][CH2:26][CH2:27][OH:28])[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:29])[CH2:24][NH:25][CH2:26][CH2:27][OH:28]

Participants

4

Reactant 1

HCID 57208696HCID 57208696, compound

Product 1

HCID 22844603HCID 22844603, compoundYield 111.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

38.5 mg of (4S,5RS)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-5-[(1RS)-1-hydroxy-2-(2-hydroxyethylamino)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 25.8 mg of (2RS,3RS,4S)-4-amino-5-cyclohexyl-1-(2-hydroxyethylamino)-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-a3e13c764d294578b958f2e48e8fe82c
Source dataset
uspto-grants-1992_06
Patent number
US05122523

Reaction notes

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