Hydrochloric Acid → Hydrochloric Acid

HRID 218042Notes

Reaction equation

HRID 218042 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([O:13][C:14](=[O:28])[C@:15]([CH:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)([OH:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:9]1)=O)(C)(C)C.[ClH:29]>O1CCOCC1>[NH:8]1[CH2:12][CH2:11][C@@H:10]([O:13][C:14](=[O:28])[C@:15]([CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27]2)([OH:22])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:9]1.[ClH:29]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57613514(R)-3-((R)-2-Cyclopentyl-2-hydroxy-2-phenylacetoxy)pyrrolidine-1-carboxylic acid t-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 57613510(R)-Cyclopentylhydroxyphenylacetic acid (R)-pyrrolidin-3-yl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

(R)-3-((R)-2-Cyclopentyl-2-hydroxy-2-phenylacetoxy)pyrrolidine-1-carboxylic acid t-butyl ester (1.3 g) in 8 ml 1,4-dioxane was added to 4 ml of 4M HCl in 1,4-dioxane and stirred at room temperature overnight to yield the title compound as an HCl salt (1 g).

Sources & evidence

ORD record
ord-edca95416e5e411fa9850ee11b539fc5
Source dataset
uspto-grants-2012_06
Patent number
US08198304B2

Reaction notes

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