HCID 178456023, compound → HCID 178456024, compound

HRID 1655713Notes

Reaction equation

HRID 1655713 reaction equation
[OH:1][C@@H:2]([CH2:36][C@@H:37]([CH:40]([CH3:42])[CH3:41])[CH:38]=[CH2:39])[C@@H:3]([NH:8][C:9]([C@@H:11]([NH:18]C(=O)OCC1C2C=CC=CC=2C2C1=CC=CC=2)[CH2:12][C:13]1[N:14]=[CH:15][NH:16][CH:17]=1)=[O:10])[CH2:4][CH:5]([CH3:7])[CH3:6]>C(Cl)Cl.N1CCCCC1>[NH2:18][C@@H:11]([CH2:12][C:13]1[N:14]=[CH:15][NH:16][CH:17]=1)[C:9]([NH:8][C@@H:3]([CH2:4][CH:5]([CH3:7])[CH3:6])[C@@H:2]([OH:1])[CH2:36][C@@H:37]([CH:40]([CH3:42])[CH3:41])[CH:38]=[CH2:39])=[O:10]

Participants

4

Reactant 1

HCID 178456023HCID 178456023, compound

Product 1

HCID 178456024HCID 178456024, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8082PiperidineSolvent

Procedure

1.3 g of fluoren-9-ylmethyl [(S)-1-[[(1S,2S,4S)-2-hydroxy-1-isobutyl-4-isopropyl-5-hexenyl]carbamoyl]-2-imidazol-4-ylethyl]carbamate in 30 ml of methylene chloride and 2 ml of piperidine were stirred at room temperature for 1.5 hours. Thereafter, the solvent was evaporated and the residue was triturated with hexane. The (S)-α-amino-N-[(1S,2S,4S)-2-hydroxy-1-isobutyl-4-isopropyl-5-hexenyl]-imidazole-4-propionamide so obtained was used in the next step without further purification.

Workup

  1. customThereafter, the solvent was evaporated
  2. customthe residue was triturated with hexane

Sources & evidence

ORD record
ord-f2d4835c556e4cc4b45162603c5e5e51
Source dataset
uspto-grants-1993_10
Patent number
US05250517

Reaction notes

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