Lithium Hydroxide → HCID 68589773, compound

HRID 1429175Notes

Reaction equation

HRID 1429175 reaction equation
C([O:3][C:4]([C:6]12[CH2:23][CH:22]1[CH:21]=[CH:20][CH2:19][CH2:18][CH2:17][CH2:16][N:15]([CH3:24])[C:14](=[O:25])[CH:13]1[CH:9]([CH2:10][CH:11]([O:26][C:27]3[CH:32]=[C:31]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[N:30]=[C:29]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[N:28]=3)[CH2:12]1)[C:8](=[O:45])[NH:7]2)=[O:5])C.[Li+].[OH-]>C1COCC1.CO>[C:39]1([C:29]2[N:28]=[C:27]([O:26][CH:11]3[CH2:10][CH:9]4[CH:13]([C:14](=[O:25])[N:15]([CH3:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH:20]=[CH:21][CH:22]5[C:6]([C:4]([OH:5])=[O:3])([NH:7][C:8]4=[O:45])[CH2:23]5)[CH2:12]3)[CH:32]=[C:31]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:30]=2)[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68590234HCID 68590234, compound

Product 1

HCID 68589773HCID 68589773, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of the ethyl ester 17e (0.67 g, 1.1 mmol) in THF/MeOH 1:1 (30 ml) was treated with a 1M solution of LiOH (15 ml) as described in Example 13 step d which gave the title compound, (0.49 g, 76%), (M+H)+581.

Sources & evidence

ORD record
ord-746d81a4825b4e729534d060bb2a4636
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

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