HCID 59219302, compound → HCID 59219096, compound

HRID 2247428Notes

Reaction equation

HRID 2247428 reaction equation
C([O:8][C:9]1[CH:23]=[CH:22][C:21]([B:24]2[O:28][C:27]([CH3:30])([CH3:29])[C:26]([CH3:32])([CH3:31])[O:25]2)=[CH:20][C:10]=1[CH2:11][NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])C1C=CC=CC=1.[H][H]>C(O)C.[C].[Pd]>[OH:8][C:9]1[CH:23]=[CH:22][C:21]([B:24]2[O:28][C:27]([CH3:30])([CH3:29])[C:26]([CH3:32])([CH3:31])[O:25]2)=[CH:20][C:10]=1[CH2:11][NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 2

HCID 59219302HCID 59219302, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59219096HCID 59219096, compoundYield 95.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10.8 g of t-butyl N-[2-benzyloxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) benzyl]carbamate was dissolved in 300 ml of ethanol, 2 g of 10% palladium-carbon was added thereto, and the mixture was stirred overnight at room temperature in a hydrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was concentrated to give 8.2 g of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-167abd3169394d5db71d9fe39c109d01
Source dataset
uspto-grants-2010_03
Patent number
US07687664B2

Reaction notes

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