Methanol → HCID 86659312, compound

HRID 2403991Notes

Reaction equation

HRID 2403991 reaction equation
[CH:1]([O:4][C:5](=[O:33])[NH:6][CH2:7][CH2:8][CH2:9][CH2:10][C@H:11]([NH:29][C:30](=[O:32])[CH3:31])[C:12](=[O:28])[NH:13][CH2:14][CH2:15][N:16]([C:18](OCC1C=CC=CC=1)=O)C)([CH3:3])[CH3:2].[CH3:34]O>[Pd]>[C:1]([O:4][C:5](=[O:33])[NH:6][CH2:7][CH2:8][CH2:9][CH2:10][C@H:11]([NH:29][C:30](=[O:32])[CH3:31])[C:12](=[O:28])[NH:13][CH2:14][CH2:15][NH:16][CH3:18])([CH3:2])([CH3:3])[CH3:34]

Participants

4

Reactant 2

HCID 887MethanolHCID 67443497HCID 67443497, compound

Product 1

HCID 86659312HCID 86659312, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of compound I (1.4 g, 3.00 mmol) in MeOH (40 mL) was added 5% Pd/C (300 mg). This reaction mixture was subjected to hydrogenation at 70 psi for 2 h. Next, the reaction mixture was filtered through a celite pad, MeOH was removed in a rotary evaporator to afford compound J (1.02 g, 98%). LC-MS [M+H] 344.9 (C16H32N4O4+H, calc: 345.4).

Workup

  1. filtrationNext, the reaction mixture was filtered through a celite pad, MeOH
  2. customwas removed in a rotary evaporator

Sources & evidence

ORD record
ord-35f2b50c7d9d4ee5b5b346e616c6548c
Source dataset
uspto-grants-2014_08
Patent number
US08802681B2

Reaction notes

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