HCID 58009802, compound → HCID 58010314, compound

HRID 1854320Notes

Reaction equation

HRID 1854320 reaction equation
[CH:1]1([S:4]([NH:7][C@H:8]2[C@@H:13]3[C@@:11]([CH3:14])([CH2:12]3)[C@@H:10]([C:15]([O:17]CC)=[O:16])[CH2:9]2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.[CH:20]1([S:23]([NH:26][C@@H:27]2[C@H:32]3[C@:30]([CH3:33])([CH2:31]3)[C@H:29]([C:34]([O:36]CC)=[O:35])[CH2:28]2)(=[O:25])=[O:24])[CH2:22][CH2:21]1>>[CH:1]1([S:4]([NH:7][C@H:8]2[C@@H:13]3[C@@:11]([CH3:14])([CH2:12]3)[C@@H:10]([C:15]([OH:17])=[O:16])[CH2:9]2)(=[O:5])=[O:6])[CH2:2][CH2:3]1.[CH:20]1([S:23]([NH:26][C@@H:27]2[C@H:32]3[C@:30]([CH3:33])([CH2:31]3)[C@H:29]([C:34]([OH:36])=[O:35])[CH2:28]2)(=[O:24])=[O:25])[CH2:21][CH2:22]1

Participants

4

Reactant 2

HCID 58009802HCID 58009802, compoundHCID 58009966HCID 58009966, compound

Product 2

HCID 58009872HCID 58009872, compoundHCID 58010314HCID 58010314, compoundYield 100%

Procedure

A mixture of (1R,2S,4R,5S)-ethyl 4-(cyclopropanesulfonamido)-1-methylbicyclo[3.1.0]hexane-2-carboxylate and (1S,2R,4S,5R)-ethyl 4-(cyclopropanesulfonamido)-1-methylbicyclo[3.1.0]hexane-2-carboxylate (0.109 g, 0.379 mmol) was hydrolyzed using General Procedure GG to give (1R,2S,4R,5S)-4-(cyclopropanesulfonamido)-1-methylbicyclo[3.1.0]hexane-2-carboxylic acid and (1S,2R,4S,5R)-4-(cyclopropanesulfonamido)-1-methylbicyclo[3.1.0]hexane-2-carboxylic acid (0.113 g, 100%): LC/MS (Table 2, Method a) Rt=1.57 min; MS m/z: 258 (M−H)−.

Sources & evidence

ORD record
ord-619effe2e9a441788fbe14b9de34ff4b
Source dataset
uspto-grants-2015_02
Patent number
US08962629B2

Reaction notes

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