HCID 22322686, compound → HCID 69854456, compound

HRID 844345Notes

Reaction equation

HRID 844345 reaction equation
[CH2:1]([NH:8][C:9]([O:11][CH2:12][CH:13]1[CH:17]([OH:18])[CH2:16][CH:15]([OH:19])[CH:14]1[CH2:20][CH:21]=[CH:22][CH2:23][CH2:24][CH2:25][C:26]([O:28]C)=[O:27])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[OH-].[Li+]>O>[CH2:1]([NH:8][C:9]([O:11][CH2:12][CH:13]1[CH:17]([OH:18])[CH2:16][CH:15]([OH:19])[CH:14]1[CH2:20][CH:21]=[CH:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 22322686HCID 22322686, compoundHCID 69854658HCID 69854658, compound

Product 1

HCID 69854456HCID 69854456, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

According to the procedures described for 4a the reaction of ester 3b (40 mg, 0.99 mmol) and lithium hydroxide hydroxide (0.40 mL of a 0.5 N solution in H2O, 0.20 mmol) afforded 35.6 mg (92%) of the title compound after purification by flash column chromatography (silica gel, 100% EtOAc).

Sources & evidence

ORD record
ord-204c82be9b144684bb8c0d571a52e191
Source dataset
uspto-grants-2002_04
Patent number
US06380251B1

Reaction notes

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