HCID 20274020, compound → HCID 20274002, compound

HRID 371078Notes

Reaction equation

HRID 371078 reaction equation
C(OC([NH:11][CH:12]([C:16]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:24][CH2:25][CH2:26][NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:17])[CH2:13][CH2:14][OH:15])=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][CH:12]([C:16]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:24][CH2:25][CH2:26][NH:27][C:28]([O:30][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:29])=[O:17])[CH2:13][CH2:14][OH:15]

Participants

4

Reactant 1

HCID 20274020HCID 20274020, compound

Product 1

HCID 20274002HCID 20274002, compoundYield 91.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.35 g (2.22 mmols) of 10-(N-benzyloxycarbonyl-DL-homoseryl)-1,5-di-tert-butoxycarbonyl-1,5,10-triazadecane was dissolved in 20 ml of methanol and was catalytically reduced over 0.1 g of palladium black for 8 hours at room temperature at atmospheric pressure. After the reaction, the catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. 0.91 g (86.4%) of the desired product was obtained as the residual oil.

Workup

  1. customAfter the reaction
  2. customthe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-70a34b02631d42f98b982b96da46d965
Source dataset
uspto-grants-1985_07
Patent number
US04529549

Reaction notes

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