Ethyl [(methanesulfonyl)oxy]acetate → HCID 69423428, compound

HRID 459288Notes

Reaction equation

C([O:3][C:4](=[O:27])[C@@H:5]([O:25][CH3:26])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21](O)=[CH:20][CH:19]=2)=[CH:9][CH:8]=1)C.[CH2:28]([O:30][C:31](=[O:38])COS(C)(=O)=O)C>>[C:31]([C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:16][CH2:15][CH2:14][O:13][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:25][CH3:26])[C:4]([OH:3])=[O:27])=[CH:12][CH:11]=2)=[CH:23][CH:22]=1)([O:30][CH3:28])=[O:38]

Participants

Reactant 2

HCID 230248Ethyl [(methanesulfonyl)oxy]acetate

HCID 58822797HCID 58822797, compound

Product 1

HCID 69423428HCID 69423428, compound

Procedure

The title compound was prepared from (2S)-3-{4-[3-(4-hydroxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester (Example 263, Step B) and methane-sulfonyloxy-acetic acid ethyl ester (Step A) by following the procedure described for Example 264. 1H-NMR (MeOD, 200.15 MHz): δ 7.13 (d, 2H, J=8.6), 6.86–6.81 (m, 6H), 4.57 (s, 2H), 4.15–4.06 (m, 4H), 3.91 (dd, 1H, J=7.8, 4.8), 3.31 (s, 3H), 2.99 (dd, 1H, J=14.2, 4.6), 2.85 (dd, 1H, J=14.2, 7.5), 2.17 (qn, 2H, J=6.2).

Sources & evidence

ORD record: ord-b7907d30d2af4e9990dd24ee1eadef4e
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192982B2

Reaction notes

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