HCID 57141636, compound → HCID 22844606, compound

HRID 1720661Notes

Reaction equation

HRID 1720661 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:30])[CH2:24][N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])[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:30])[CH2:24][N:25]([CH2:26][CH3:27])[CH2:28][CH3:29]

Participants

4

Reactant 1

HCID 57141636HCID 57141636, compound

Product 1

HCID 22844606HCID 22844606, compoundYield 109.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

44 mg of (4S,5RS)-3-benzyloxycarbonyl-4-cyclohexylmethyl-2,2-dimethyl-5-[(1RS)-1-hydroxy-2-(diethylamino)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 29.5 mg of (2RS,3RS,4S)-4-amino-5-cyclohexyl-1-diethylamino-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-e774da4172804897b014cf31aca967d1
Source dataset
uspto-grants-1996_04
Patent number
US05506356

Reaction notes

Loading…