HCID 86743554, compound → HCID 70054531, compound

HRID 476803Notes

Reaction equation

HRID 476803 reaction equation
[CH3:1][CH:2]([CH3:29])[CH2:3][C@H:4]([NH:21]C(=O)OC(C)(C)C)[CH:5]([C:7]1[N:8]([CH2:12][O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:9]=[N:10][CH:11]=1)[OH:6]>ClCCl.FC(F)(F)C(O)=O>[NH2:21][C@H:4]([CH:5]([C:7]1[N:8]([CH2:12][O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:9]=[N:10][CH:11]=1)[OH:6])[CH2:3][CH:2]([CH3:29])[CH3:1]

Participants

4

Reactant 1

HCID 86743554HCID 86743554, compound

Product 1

HCID 70054531HCID 70054531, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of the product from part (e) (0.11 g., 0.26 mmole) in dichloromethane (2 ml.) and trifluoroacetic acid (2 ml.) is stirred at 10° for 30 minutes and at room temperature for 10 minutes. The reaction mixture is evaporated in vacuo and then concentrated from acetonitrile (three times) to give α-[(S)-1-amino-3-methylbutyl]-3-[(phenylmethoxy)methyl]-3H-imidazole4-methanol which contains 2.5M of trifluoroacetic acid.

Workup

  1. customThe reaction mixture is evaporated in vacuo
  2. concentrationconcentrated from acetonitrile (three times)

Sources & evidence

ORD record
ord-e6ff28059d094046b7bfd3ab8d57bcbe
Source dataset
uspto-grants-1989_12
Patent number
US04885292

Reaction notes

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