HCID 15671515, compound → HCID 15671516, compound

HRID 1088279Notes

Reaction equation

HRID 1088279 reaction equation
C(OC([N:11]1[CH2:15][C@H:14]([O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])[CH2:13][C@H:12]1[CH2:24][CH2:25][CH2:26][C:27]#[N:28])=O)C1C=CC=CC=1>C(O)C.[C].[Pd]>[C:27]([CH2:26][CH2:25][CH2:24][C@@H:12]1[CH2:13][C@@H:14]([O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:18])[CH3:19])[CH2:15][NH:11]1)#[N:28]

Participants

4

Reactant 1

HCID 15671515HCID 15671515, compound

Product 1

HCID 15671516HCID 15671516, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

(2R,4R)-1-Benzyloxycarbonyl-2-(3-cyanopropyl)-4-t-butyldimethylsilyloxypyrrolidine (1.69 g) was dissolved in 34 ml of ethanol, and 338 mg of 5% palladium-carbon was added thereto, followed by hydrogenation at room temparature under 1 atm. for 2 hours. The catalyst was removed by filtration, and the filtrate was distilled to obtain (2R,4R)-2-(3-cyanopropyl)-4-t-butyldimethylsilyloxypyrrolidine.

Workup

  1. customThe catalyst was removed by filtration
  2. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-21888db085c64b078c0c2cfd29e1412c
Source dataset
uspto-grants-1990_10
Patent number
US04962103

Reaction notes

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