Lithium Hydroxide → HCID 178461284, compound

HRID 1694473Notes

Reaction equation

HRID 1694473 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[N:10]([C@H:20]1[CH2:25][CH2:24][C@H:23]([OH:26])[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+]>>[OH:26][C@H:23]1[CH2:24][CH2:25][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]=[CH:7][S:6][C:5]=2[C:3]([OH:4])=[O:2])[CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 178499317HCID 178499317, compound

Product 1

HCID 178461284HCID 178461284, compound

Procedure

The product from step I (30 mg) was hydrolyzed with lithium hydroxide as described earlier (example 3, step VIII) to afford after column purification on silica gel (CH2Cl2-MeOH) 16 mg (57%) of 3-[(trans-4-hydroxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid.

Workup

  1. customto afford
  2. customafter column purification on silica gel (CH2Cl2-MeOH) 16 mg (57%) of 3-[(trans-4-hydroxy-cyclohexyl)-(trans-4-methyl-cyclohexanecarbonyl)-amino]-thiophene-2-carboxylic acid

Sources & evidence

ORD record
ord-3d3b59c02fc54b769397689a586a243a
Source dataset
uspto-grants-2012_04
Patent number
US08158675B2

Reaction notes

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