HCID 57208696, compound → HCID 22844603, compound

HRID 374694Notes

Reaction equation

HRID 374694 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-0305104aea2341da92c6558fc5845776
Source dataset
uspto-grants-1996_01
Patent number
US05481036

Reaction notes

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