Trifluoroacetic acid → HCID 131737027, compound

HRID 58906Notes

Reaction equation

HRID 58906 reaction equation
[CH:1]1([CH2:4][C@H:5]([NH:23]C(=O)OC(C)(C)C)[C:6]([NH:8][C@@H:9]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:10]([C@@:12]2([CH3:15])[CH2:14][O:13]2)=[O:11])=[O:7])[CH2:3][CH2:2]1.[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>C(Cl)Cl>[OH:37][C:31]([C:33]([F:36])([F:35])[F:34])=[O:32].[NH2:23][C@@H:5]([CH2:4][CH:1]1[CH2:3][CH2:2]1)[C:6]([NH:8][C@@H:9]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:10]([C@@:12]1([CH3:15])[CH2:14][O:13]1)=[O:11])=[O:7]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 122546895HCID 122546895, compound

Product 1

HCID 131737027HCID 131737027, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl ((S)-3-cyclopropyl-1-(((S)-1-((R)-2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopropan-2-yl)carbamate (663 mg, 1.59 mmol) was added DCM (2.5 mL) and TFA (2.5 mL). The mixture was allowed to stand at ambient temperature for 30 min before it was concentrated to provide (S)-2-amino-3-cyclopropyl-N-((S)-1-((R)-2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl)propanamide TFA salt (657 mg, quant.) as a yellow oil that was carried forward without further purification. MS (EI) for C20H24F3N2O4, found 317.2 [M-TFA]+.

Workup

  1. concentrationwas concentrated

Sources & evidence

ORD record
ord-8054042877b84f5db49e55552db97529
Source dataset
uspto-grants-2016_09
Patent number
US09434761B2

Reaction notes

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