Trifluoroacetic acid → HCID 86676523, compound

HRID 1411115Notes

Reaction equation

C(OC([NH:8][C@H:9]([C:22]([O:24]C(C)(C)C)=[O:23])[CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:21])[CH2:16][C:17]1([CH3:20])[N:19]=[N:18]1)=O)(C)(C)C.[C:29]([OH:35])([C:31]([F:34])([F:33])[F:32])=[O:30]>>[F:32][C:31]([F:34])([F:33])[C:29]([OH:35])=[O:30].[CH3:20][C:17]1([CH2:16][C:15]([NH:14][CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]([C:22]([OH:24])=[O:23])[NH2:8])=[O:21])[N:18]=[N:19]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 71250253HCID 71250253, compound

Product 1

HCID 86676523HCID 86676523, compoundYield 100%

Procedure

A solution of the lysine derivative 9 (174 mg, 0.44 mmol) in TFA (1.4 mL) was stirred at room temperature for 45 minutes and then evaporated in vacuo. The residue was co-evaporated four times with MeOH (4×5 mL) and to give the title compound 10 (160 mg, ˜100%) as a brown oil that was used in the subsequent biochemical studies without any further purification.

Workup

customevaporated in vacuo

Sources & evidence

ORD record: ord-c53fa0326aa94956b8410e3ca6ec07c1
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921571B2

Reaction notes

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