Reaction #2075696

ord-a3ca8e87ca9749dba217402ba939dfe8

Reaction equation

CCCCCCCCCCCCCCN(CCCCCCCCCCCCCC)C(=O)CCCOC1OCC(CNC(=O)CN(CCCN(CCCNC(=O)C(F)(F)F)CCCNC(=O)C(F)(F)F)C(=O)C(F)(F)F)O1
4-[4-({2-[(3-{bis[3-(2,2,2-trifluoroacetylamino)propyl]amino}propyl)trifluoro-acetylamino]acetylamino}methyl)-[1,3]dioxolan-2-yloxy]-N,N-ditetradecylbutyramide
[Na+].[OH-]
sodium hydroxide
→
CCCCCCCCCCCCCCN(CCCCCCCCCCCCCC)C(=O)CCCOC1OCC(CNC(=O)CNCCCN(CCCN)CCCN)O1
4-{4-[(2-{3-[bis(3-aminopropyl)-amino]propylamino}acetylamino)methyl]-[1,3]dioxolan-2-yloxy}-N,N-ditetradecylbutyramide

Reactants

CCCCCCCCCCCCCCN(CCCCCCCCCCCCCC)C(=O)CCCOC1OCC(CNC(=O)CN(CCCN(CCCNC(=O)C(F)(F)F)CCCNC(=O)C(F)(F)F)C(=O)C(F)(F)F)O1
4-[4-({2-[(3-{bis[3-(2,2,2-trifluoroacetylamino)propyl]amino}propyl)trifluoro-acetylamino]acetylamino}methyl)-[1,3]dioxolan-2-yloxy]-N,N-ditetradecylbutyramide
[Na+].[OH-]
sodium hydroxide

Reagents

None

Solvents

C1CCOC1
tetrahydrofuran

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

2.1 g of 4-[4-({2-[(3-{bis[3-(2,2,2-trifluoroacetylamino)propyl]amino}propyl)trifluoro-acetylamino]acetylamino}methyl)-[1,3]dioxolan-2-yloxy]-N,N-ditetradecylbutyramide (1.88 mmol) were dissolved in 30 ml of tetrahydrofuran, and 30 ml of molar sodium hydroxide at 4% were added, with vigorous stirring. The reaction was left overnight at room temperature.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07641914B2uspto-grants-2010_01