Lithium Hydroxide → HCID 12132982, compound

HRID 1836097Notes

Reaction equation

HRID 1836097 reaction equation
[CH2:1]1[CH:12]2[CH:4]([NH:5][C:6]3[C:7]([C:13]([NH:15][C@@H:16]([CH2:21][OH:22])[C:17]([O:19]C)=[O:18])=[O:14])=[CH:8][CH:9]=[CH:10][C:11]=32)[CH2:3][CH2:2]1.[OH-].[Li+]>C1COCC1>[CH2:1]1[CH:12]2[CH:4]([NH:5][C:6]3[C:7]([C:13]([NH:15][C@@H:16]([CH2:21][OH:22])[C:17]([OH:19])=[O:18])=[O:14])=[CH:8][CH:9]=[CH:10][C:11]=32)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 12132981HCID 12132981, compound

Product 1

HCID 12132982HCID 12132982, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure of method 7D, methyl (2S)-2-[(1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-5-ylcarbonyl)amino]-3-hydroxypropanoate (8.9 mmol, 2.7 g) was hydrolyzed to the acid using 1 M aqueous lithium hydroxide (40 mL) in THF (40 mL) to yield a red oil (1.5 mmol, 430 mg, 17%).

Sources & evidence

ORD record
ord-5ab85ff43de143a48960b1884cd8e931
Source dataset
uspto-grants-2004_08
Patent number
US06777407B2

Reaction notes

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