HCID 57238962, compound → HCID 22844604, compound

HRID 1720658Notes

Reaction equation

HRID 1720658 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][NH:25][CH2:26][CH2:27][O:28][CH3:29])[O:13]C1(C)C)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:15]([CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH:14]([OH:13])[CH:23]([OH:30])[CH2:24][NH:25][CH2:26][CH2:27][O:28][CH3:29]

Participants

4

Reactant 1

HCID 57238962HCID 57238962, compound

Product 1

HCID 22844604HCID 22844604, compoundYield 100.3%

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-(2-methoxyethylamino)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 27 mg of (2RS,3RS,4S)-4-amino-5-cyclohexyl-1-(2-methoxyethylamino)-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-6407972b5f344e30b39cacc25210f6db
Source dataset
uspto-grants-1996_04
Patent number
US05506356

Reaction notes

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