Methanesulfonyl chloride → 2-((1S)-6-(2-Oxo-imidazolidin-1-yl)-3,4-dihydro-1H-2-benzopyran-1-yl)ethyl methanesulfonate

HRID 2056776Notes

Reaction equation

[OH:1][CH2:2][CH2:3][C@H:4]1[C:9]2[CH:10]=[CH:11][C:12]([N:14]3[CH2:18][CH2:17][O:16][C:15]3=O)=[CH:13][C:8]=2[CH2:7][CH2:6][O:5]1.[CH3:20][S:21](Cl)(=[O:23])=[O:22].CS(OCC[C@H]1C2C=CC(C([NH2:44])=O)=CC=2CCO1)(=O)=O>>[CH3:20][S:21]([O:1][CH2:2][CH2:3][C@H:4]1[C:9]2[CH:10]=[CH:11][C:12]([N:14]3[CH2:18][CH2:17][NH:44][C:15]3=[O:16])=[CH:13][C:8]=2[CH2:7][CH2:6][O:5]1)(=[O:23])=[O:22]

Participants

Reactant 3

HCID 31297Methanesulfonyl chloride

HCID 693072903-[(1S)-1-(2-Hydroxyethyl)-3,4-dihydro-1H-2-benzopyran-6-yl]-1,3-oxazolidin-2-one

HCID 865960122-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate

Product 1

HCID 865960222-((1S)-6-(2-Oxo-imidazolidin-1-yl)-3,4-dihydro-1H-2-benzopyran-1-yl)ethyl methanesulfonate

Procedure

Prepared from 3-[(1S)-1-(2-hydroxyethyl)-3,4-dihydro-1H-2-benzopyran-6-yl]-1,3-oxazolidin-2-one and methanesulfonyl chloride, as described for the preparation of 2-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate

Sources & evidence

ORD record: ord-24cebdf0789045eab49e02249c2b55ba
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07335660B2

Reaction notes

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