Trifluoroacetic acid → HCID 86644956, compound

HRID 219502Notes

Reaction equation

HRID 219502 reaction equation
[C:1]([O:4][CH2:5][CH:6]([NH:12]C(OC(C)(C)C)=O)[CH2:7][O:8][C:9](=[O:11])[CH3:10])(=[O:3])[CH3:2].[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23]>>[F:20][C:21]([F:26])([F:25])[C:22]([O-:24])=[O:23].[C:9]([O:8][CH2:7][CH:6]([NH3+:12])[CH2:5][O:4][C:1](=[O:3])[CH3:2])(=[O:11])[CH3:10]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21849375HCID 21849375, compound

Product 1

HCID 86644956HCID 86644956, compound

Procedure

Acetic acid 3-acetoxy-2-tert-butoxycarbonylamino-propyl ester (7.2 g) was dissolved in trifluoroacetic acid (40 ml) and stirred at ambient temperature. Effervescence was rapid at the start and had stopped after 1 h when the volatiles were removed at reduced pressure to give the product as a viscous oil in quantitative yield. The structure was confirmed 1H NMR (300 MHz, CDCl3): 2.12 (s, 9H), 3.83-3.91 (m, 1H), 4.27-4.46 (m, 4H).

Workup

  1. customwhen the volatiles were removed at reduced pressure

Sources & evidence

ORD record
ord-7fb06d21740246b6879861e4e8a9b789
Source dataset
uspto-grants-2012_06
Patent number
US08202511B2

Reaction notes

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