Lawesson's reagent → HCID 86671885, compound

HRID 331150Notes

Reaction equation

HRID 331150 reaction equation
[CH3:1][C:2]([CH3:35])([CH3:34])[CH2:3][O:4][S:5]([C:8]1[CH:9]=[C:10]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C@:21]3([CH3:33])[C:27]([F:29])([F:28])[C:26]([CH3:31])([CH3:30])[O:25][CH2:24][C:23](=O)[NH:22]3)[CH:15]=2)[CH:11]=[CH:12][CH:13]=1)(=[O:7])=[O:6].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:45])=CC=1>O1CCOCC1>[CH3:1][C:2]([CH3:34])([CH3:35])[CH2:3][O:4][S:5]([C:8]1[CH:9]=[C:10]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C@:21]3([CH3:33])[C:27]([F:28])([F:29])[C:26]([CH3:31])([CH3:30])[O:25][CH2:24][C:23](=[S:45])[NH:22]3)[CH:15]=2)[CH:11]=[CH:12][CH:13]=1)(=[O:6])=[O:7]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86671886HCID 86671886, compound

Product 1

HCID 86671885HCID 86671885, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The reaction of 3′-((R)-6,6-difluoro-5,7,7-trimethyl-3-oxo-[1,4]oxazepan-5-yl)-4′-fluoro-biphenyl-3-sulfonic acid 2,2-dimethyl-propyl ester (124 mg, 241 μmol with Lawesson's reagent (97.7 mg, 241 μmol) in 1,4-dioxane (10 ml) yielded the 3′-((R)-6,6-difluoro-5,7,7-trimethyl-3-thioxo-[1,4]oxazepan-5-yl)-4′-fluoro-biphenyl-3-sulfonic acid 2,2-dimethyl-propyl ester (115 mg, 90%) as a white foam. MS (ISP): m/z=530.2 [M+H]+.

Sources & evidence

ORD record
ord-9332fc69517e4209858d5a902e53782d
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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