Trifluoroacetic acid → HCID 10835667, compound

HRID 1599695Notes

Reaction equation

HRID 1599695 reaction equation
C([O:5][C:6](=[O:33])[CH2:7][C@@H:8]([O:31][CH3:32])[C@@H:9]([N:13]([C:15](=[O:30])[C@H:16]([CH:27]([CH3:29])[CH3:28])[NH:17][C:18](=[O:26])[C@H:19]([CH:23]([CH3:25])[CH3:24])[N:20]([CH3:22])[CH3:21])[CH3:14])[CH:10]([CH3:12])[CH3:11])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:22][N:20]([CH3:21])[C@H:19]([C:18]([NH:17][C@H:16]([C:15]([N:13]([C@@H:9]([CH:10]([CH3:12])[CH3:11])[C@H:8]([O:31][CH3:32])[CH2:7][C:6]([OH:33])=[O:5])[CH3:14])=[O:30])[CH:27]([CH3:29])[CH3:28])=[O:26])[CH:23]([CH3:25])[CH3:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10790597HCID 10790597, compound

Product 1

HCID 10835667HCID 10835667, compoundYield 148.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of t-butyl-(3R,4S)-4-[N-(N,N-dimethyl-L-valyl-L-valyl)-N-methylamino]-3-methoxy-5-methylhexanoate (0.22 g, 0.433 mmol) in dichloromethane (2 ml) was added trifluoroacetic acid (2 ml). After stirring for 2 h, the reaction mixture was concentrated in vacuo. Reevaporation of the residue with toluene (5×10 ml) gave the deprotected product (0.268 g) which was used for the next step without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customReevaporation of the residue with toluene (5×10 ml)

Sources & evidence

ORD record
ord-927b746f12424951adec9080de53b0ce
Source dataset
uspto-grants-1998_04
Patent number
US05741892

Reaction notes

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