Lithium iodide → HCID 21304716, compound

HRID 2084956Notes

Reaction equation

[I-].[Li+].[CH3:3][C:4]1([CH3:33])[S:9][CH2:8][CH2:7][N:6]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]#[C:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[C@H:5]1[C:29]([O:31]C)=[O:30]>>[CH3:3][C:4]1([CH3:33])[S:9][CH2:8][CH2:7][N:6]([S:10]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH2:20][C:21]#[C:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:17][CH:18]=2)(=[O:11])=[O:12])[C@H:5]1[C:29]([OH:31])=[O:30]

Participants

Reactant 2

HCID 66321Lithium iodide

HCID 57134211HCID 57134211, compound

Product 1

HCID 21304716HCID 21304716, compoundYield 79.1%

Procedure

According to the procedure of Example 250, lithium iodide mediated ester cleavage of 0.282 g (0.61 mmol) of methyl(3S)-2,2-dimethyl-4-({4-[(3-phenyl-2-propynyl)oxy]phenyl}sulfonyl)-3-thiomorpholinecarboxylate provided 0.215 g (79%) of (3S)-2,2-dimethyl-4-({4-[(3-phenyl-2-propynyl)oxy]phenyl}sulfonyl)-3-thiomorpholine carboxylic acid as a white solid. Electrospray Mass Spec: 446.0 (N+H)+.

Sources & evidence

ORD record: ord-f1e1368d324545c9bc425d197327a2ab
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06716833B2

Reaction notes

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