Lithium Hydroxide → HCID 178496601, compound

HRID 2099642Notes

Reaction equation

HRID 2099642 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([CH:28]2[CH2:33][CH2:32][C:31](=[O:34])[CH2:30][CH2:29]2)=[CH:8][C:9]=1[N:10]([C@H:20]1[CH2:25][CH2:24][C@H:23]([O:26][CH3:27])[CH2:22][CH2:21]1)[C:11]([C@H:13]1[CH2:18][CH2:17][C@H:16]([CH3:19])[CH2:15][CH2:14]1)=[O:12])=[O:4].[OH-].[Li+]>>[CH3:27][O:26][C@H:23]1[CH2:22][CH2:21][C@H:20]([N:10]([C:11]([C@H:13]2[CH2:14][CH2:15][C@H:16]([CH3:19])[CH2:17][CH2:18]2)=[O:12])[C:9]2[CH:8]=[C:7]([CH:28]3[CH2:29][CH2:30][C:31](=[O:34])[CH2:32][CH2:33]3)[S:6][C:5]=2[C:3]([OH:4])=[O:2])[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 178499305HCID 178499305, compound

Product 1

HCID 178496601HCID 178496601, compound

Procedure

The product from step IV (61 mg) was hydrolyzed with lithium hydroxide as described earlier (example 3, step VIII) to afford after column purification on silica gel (CH2Cl2-MeOH) 23 mg (39%) of 3-[(trans-4-methoxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-(4-oxocyclohexyl)-thiophene-2-carboxylic acid.

Workup

  1. customto afford
  2. customafter column purification on silica gel (CH2Cl2-MeOH) 23 mg (39%) of 3-[(trans-4-methoxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-5-(4-oxocyclohexyl)-thiophene-2-carboxylic acid

Sources & evidence

ORD record
ord-89415cfeddf54bcb870f7a8d842ba7a0
Source dataset
uspto-grants-2009_08
Patent number
US07569600B2

Reaction notes

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