HCID 131734510, compound → HCID 123585374, compound

HRID 591298Notes

Reaction equation

HRID 591298 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:10][C@H:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23](/[CH:26]=[CH:27]/[CH2:28][O:29][Si:30]([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:32])[CH3:31])=[CH:22][N:21]=1)[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:10][C@H:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][O:29][Si:30]([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:32])[CH3:31])=[CH:22][N:21]=1)[C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 131734510HCID 131734510, compound

Product 1

HCID 123585374HCID 123585374, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 140 mg (0.23 mmol) di-tert-butyl (4R)—N-(tert-butoxycarbonyl)-4-({5-[(E)-3-{[tert-butyl(dimethyl)silyl]oxy}prop-1-en-1-yl]pyridin-2-yl}methyl)-L-glutamate in 8 ml of methanol, palladium (10% on charcoal, 7 mg) was added and the suspension was stirred for 3 h at room temperature under a hydrogen atmosphere. The mixture was filtered over celite, and the solvent was evaporated. The crude material was used without further purification.

Workup

  1. filtrationThe mixture was filtered over celite
  2. customthe solvent was evaporated
  3. customThe crude material was used without further purification

Sources & evidence

ORD record
ord-3f098ada314f44be87051061fdb2ac16
Source dataset
uspto-grants-2016_01
Patent number
US09238631B2

Reaction notes

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