HCID 89649527, compound → HCID 89649568, compound

HRID 626912Notes

Reaction equation

HRID 626912 reaction equation
C(OC([NH:11][C:12]([CH3:28])([CH3:27])[CH:13]=[C:14]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:15](OC)=[O:16])=O)C1C=CC=CC=1>CO.[Pd]>[CH3:27][C:12]1([CH3:28])[NH:11][C:15](=[O:16])[CH:14]([NH:19][C:20](=[O:21])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:13]1

Participants

4

Reactant 1

HCID 89649527HCID 89649527, compound

Product 1

HCID 89649568HCID 89649568, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of methyl 4-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)-4-methyl-pent-2-enoate (which may be prepared as described in Description 35) (2499 mg, 6.37 mmol) in methanol (125 mL) was passed over a 10% Pd/C cartridge on an H-Cube under full hydrogen flow at 25° C. The methanol solution evaporated to give tert-butyl N-(5,5-dimethyl-2-oxo-pyrrolidin-3-yl)carbamate (D36) (1307 mg, 5.7252 mmol, 89.9% yield);

Workup

  1. customat 25° C
  2. customThe methanol solution evaporated

Sources & evidence

ORD record
ord-ba562a718f1946af93353618334a4df6
Source dataset
uspto-grants-2016_04
Patent number
US09309254B2

Reaction notes

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