Trifluoroacetic acid → HCID 54043042, compound

HRID 2225852Notes

Reaction equation

HRID 2225852 reaction equation
[CH2:1]([O:8][C:9](=[O:45])[C@@H:10]([NH:37]C(OC(C)(C)C)=O)[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][O:20][C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[CH2:28][O:29][C:30](=[O:36])[C:31]([CH3:35])([CH3:34])[CH2:32][CH3:33])=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:8][C:9](=[O:45])[C@@H:10]([NH2:37])[C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][O:20][C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[CH2:28][O:29][C:30](=[O:36])[C:31]([CH3:35])([CH3:34])[CH2:32][CH3:33])=[CH:15][CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67756742HCID 67756742, compound

Product 1

HCID 54043042HCID 54043042, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As in Example 17, a solution of (S)-alpha-[[(1,1-dimethyethoxy)carbonyl]amino]-4-[2-[2-[(2,2-dimethyl-1-oxobutoxy)methyl]-6-methylphenoxy]ethoxy]benzeneacetic acid benzyl ester (2.59 g) in dichloromethane (8 mL) containing trifluoroacetic acid (8 mL) was stirred at room temperature for 45 minutes. The crude product was isolated in the previously described manner, was purified by HPLC (ethyl acetate-hexane; 1:1) to furnish 1.97 g of (S)-alpha-amino-4-[2-[2-[(2,2-dimethyl-1-oxobutoxy)methyl]-6-methylphenoxy]ethoxy]benzeneacetic acid benzyl ester as an oil.

Workup

  1. customThe crude product was isolated in the previously described manner
  2. customwas purified by HPLC (ethyl acetate-hexane; 1:1)

Sources & evidence

ORD record
ord-3cdbfeb426b24c3faab5d47f0838a313
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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