Lithium Hydroxide → HCID 9891835, compound

HRID 1602662Notes

Reaction equation

HRID 1602662 reaction equation
C([O:3][C:4](=[O:38])[CH2:5][C@@H:6]([C:29]1[CH:37]=[CH:36][C:32]2[CH2:33][CH2:34][O:35][C:31]=2[CH:30]=1)[NH:7][C:8](=[O:28])[CH2:9][N:10]1[CH2:14][CH2:13][C@H:12]([CH2:15][CH2:16][C:17]2[CH:26]=[CH:25][C:24]3[CH2:23][CH2:22][CH2:21][NH:20][C:19]=3[N:18]=2)[C:11]1=[O:27])C.[Li+].[OH-]>CCO.O>[O:35]1[C:31]2[CH:30]=[C:29]([C@@H:6]([NH:7][C:8](=[O:28])[CH2:9][N:10]3[CH2:14][CH2:13][C@H:12]([CH2:15][CH2:16][C:17]4[CH:26]=[CH:25][C:24]5[CH2:23][CH2:22][CH2:21][NH:20][C:19]=5[N:18]=4)[C:11]3=[O:27])[CH2:5][C:4]([OH:38])=[O:3])[CH:37]=[CH:36][C:32]=2[CH2:33][CH2:34]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 70080833HCID 70080833, compound

Product 1

HCID 9891835HCID 9891835, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of the ester 15-7 (0.038 g, 0.073 mmol) in EtOH/H2O (4.5 mL/0.5 mL) was treated with LiOH (0.009 g, 0.365 mmol) and the homogeneous solution stirred at room temperature for 4 h. The solution was concentrated to a solid residue which was dissolved in H2O and purified by preparative HPLC (gradient conditions: 95:05 to 50:50 H2O/MeCN with 0.1% TFA) to give the acid 15-8 as a white solid (as the bis-trifluoroacetate salt).

Workup

  1. concentrationThe solution was concentrated to a solid residue which
  2. dissolutionwas dissolved in H2O
  3. custompurified by preparative HPLC (gradient conditions: 95:05 to 50:50 H2O/MeCN with 0.1% TFA)

Sources & evidence

ORD record
ord-a04ef86e11d44914bf728f8ba401b8c9
Source dataset
uspto-grants-1999_11
Patent number
US05981546

Reaction notes

Loading…