Trifluoroacetic acid → 2-[5-(Ethoxycarbonyl)-2-oxo-1-azepanyl]butanoic acid

HRID 7402Notes

Reaction equation

C([O:5][C:6]([CH:8]([N:11]1[C:17](=[O:18])[CH2:16][CH2:15][CH:14]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:13][CH2:12]1)[CH2:9][CH3:10])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:22]([O:21][C:19]([CH:14]1[CH2:13][CH2:12][N:11]([CH:8]([CH2:9][CH3:10])[C:6]([OH:7])=[O:5])[C:17](=[O:18])[CH2:16][CH2:15]1)=[O:20])[CH3:23]

Participants

Conditions

Temperature: 0 °C

Procedure

In a 25 ml three necked flask fitted with magnetic stirrer and dropping funnel under inert atmosphere, 1 g (3.1 mmoles) of pure ethyl 1-[1-(tert-butoxycarbonyl)propyl]-7-oxo-4-azepanecarboxylate 29 was dissolved in 5 ml of CH2Cl2. The mixture was cooled down to 0° C., 5 ml of trifluoroacetic acid was added. The mixture was kept at 0° C. under stirring for 24 hours, concentrated to dryness and used as such in the next step.

Workup

customwas kept at 0° C.
concentrationconcentrated to dryness

Sources & evidence

ORD record: ord-645ca911aca9427b9ef5667e682c5d11
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07087596B2

Reaction notes

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