Tetrahydrofuran-3-YL 4-methylbenzenesulfonate, (3R)- → (S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate

HRID 1011802Notes

Reaction equation

HRID 1011802 reaction equation
OC1C=C(C=C(OCC2C=CC=CC=2)C=1)C(NC1C=CN(C)N=1)=O.[CH3:25][C:26]1[CH:31]=[CH:30][C:29]([S:32]([O:35][C@@H:36]2[CH2:40][CH2:39][O:38][CH2:37]2)(=[O:34])=[O:33])=[CH:28][CH:27]=1>>[CH3:25][C:26]1[CH:31]=[CH:30][C:29]([S:32]([O:35][C@H:36]2[CH2:40][CH2:39][O:38][CH2:37]2)(=[O:34])=[O:33])=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 11149197Tetrahydrofuran-3-YL 4-methylbenzenesulfonate, (3R)-HCID 591271193-(Benzyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Product 1

HCID 13837326(S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate

Procedure

The preparation of 3-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)-5-[(phenylmethyl)oxy]benzamide was described earlier. (3S)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate was prepared in an analogous fashion to (3R)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate, as described in Example 25.

Sources & evidence

ORD record
ord-7b467b53870f478895f5650bdd6b4bd2
Source dataset
uspto-grants-2011_07
Patent number
US07977328B2

Reaction notes

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