Trifluoroacetic acid → HCID 131737028, compound

HRID 58908Notes

Reaction equation

HRID 58908 reaction equation
[CH:1]1([CH2:4][C@H:5]([NH:23][C:24](=[O:35])[C@@H:25]([NH:27]C(=O)OC(C)(C)C)[CH3:26])[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:36]([OH:42])([C:38]([F:41])([F:40])[F:39])=[O:37]>C(Cl)Cl>[OH:42][C:36]([C:38]([F:41])([F:40])[F:39])=[O:37].[NH2:27][C@@H:25]([CH3:26])[C:24]([NH: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:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[C:10]([C@@:12]1([CH3:15])[CH2:14][O:13]1)=[O:11])=[O:7])=[O:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117608092HCID 117608092, compound

Product 1

HCID 131737028HCID 131737028, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl ((S)-1-(((S)-3-cyclopropyl-1-(((S)-1-((R)-2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopropan-2-yl)amino)-1-oxopropan-2-yl)carbamate (380 mg, 0.779 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-((S)-2-aminopropanamido)-3-cyclopropyl-N-((S)-1-((R)-2-methyloxiran-2-yl)-1-oxo-3-phenylpropan-2-yl)propanamide TFA salt (377 mg, quant.) as a yellow oil that was carried forward without further purification. MS (EI) for C23H29F3N3O5, found 388.3 [M-TFA]+.

Workup

  1. concentrationwas concentrated

Sources & evidence

ORD record
ord-bb167da639fb42649a69f8be094d6ba3
Source dataset
uspto-grants-2016_09
Patent number
US09434761B2

Reaction notes

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