Dimethyl Sulfoxide → HCID 53675347, compound

HRID 366942Notes

Reaction equation

HRID 366942 reaction equation
[OH:1][CH:2]([C:22]([F:37])([F:36])[CH2:23][C:24]([N:26]([CH:28]([NH:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH3:29])[CH3:27])=[O:25])[CH:3]([NH:8][C:9](=[O:21])[C@H:10]([CH:18]([CH3:20])[CH3:19])[NH:11][C:12](=[O:17])[CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:4][CH:5]([CH3:7])[CH3:6].C(Cl)(=O)C(Cl)=O.CS(C)=O.CCN(CC)CC>C(Cl)Cl.CCOC(C)=O>[O:1]=[C:2]([C:22]([F:36])([F:37])[CH2:23][C:24]([N:26]([CH:28]([NH:30][CH2:31][CH2:32][CH:33]([CH3:35])[CH3:34])[CH3:29])[CH3:27])=[O:25])[CH:3]([NH:8][C:9](=[O:21])[C@H:10]([CH:18]([CH3:19])[CH3:20])[NH:11][C:12](=[O:17])[CH2:13][CH:14]([CH3:15])[CH3:16])[CH2:4][CH:5]([CH3:7])[CH3:6]

Participants

7

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 54457835HCID 54457835, compound

Product 1

HCID 53675347HCID 53675347, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

The above-named compound was prepared from N1 -(2-Hydroxy-3,3-difluoro-1-isobutyl-4[[1-(isoamylamino)ethyl]-methylamino]carbonylbutyl)-N2 -isovaleryl valinamide by the procedure described in example 7. Proportions: Oxalylchloride (0.176 mmol, 0.0224 mg) in 0.5 ml CH2Cl2, 0.0275 mg (0.352 mmol) DMSO, 90 mg of alcohol in 1.5 ml CH2Cl2 (at -55° C.) 0.081 g Et3N (0.8 mmol). Flash chromatography (EtOAc) gave 0.02 g of above-named compound.

Sources & evidence

ORD record
ord-0483b8a23211450d930ddd9139f5c170
Source dataset
uspto-grants-2000_10
Patent number
US06130315

Reaction notes

Loading…