Lithium Hydroxide → HCID 69624782, compound

HRID 9713Notes

Reaction equation

HRID 9713 reaction equation
[OH:1][C@@H:2]([C@H:45]([OH:52])[C@@H:46]([OH:51])[C@@H:47]([OH:50])[CH2:48][OH:49])[CH2:3][NH:4][C:5]([CH2:7][CH2:8][C@H:9]([NH:14][C:15](=[O:44])[C@@H:16]([NH:33][C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])[CH2:17][CH2:18][C:19](=[O:32])[NH:20][CH2:21][C@@H:22]([OH:31])[C@H:23]([OH:30])[C@@H:24]([OH:29])[C@@H:25]([OH:28])[CH2:26][OH:27])[C:10]([O:12]C)=[O:11])=[O:6].[OH-].[Li+]>O1CCCC1.CO>[OH:1][C@@H:2]([C@H:45]([OH:52])[C@@H:46]([OH:51])[C@@H:47]([OH:50])[CH2:48][OH:49])[CH2:3][NH:4][C:5]([CH2:7][CH2:8][C@H:9]([NH:14][C:15](=[O:44])[C@@H:16]([NH:33][C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])[CH2:17][CH2:18][C:19](=[O:32])[NH:20][CH2:21][C@@H:22]([OH:31])[C@H:23]([OH:30])[C@@H:24]([OH:29])[C@@H:25]([OH:28])[CH2:26][OH:27])[C:10]([OH:12])=[O:11])=[O:6]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86590845methyl (S,S)-4-(N-((R,S,S,S)-2,3,4,5,6-pentahydroxyhexyl)carbamoyl)-2-(4-(N-((R,S,S,S)-2,3,4,5,6-pentahydroxyhexyl)carbamoyl)-2-((phenylmethoxy)carbonylamino)butanoylamino)butanoate

Product 1

HCID 69624782HCID 69624782, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

The product of step 11B is dissolved in tetrahydrofuran/methanol (1:1) and treated with excess 3N aqueous lithium hydroxide. The reaction is followed by HPLC for disappearance of starting material. The reaction is concentrated, diluted with additional water, and purified by passage down an acidic ion exchange column. The product fractions are lyophilized to afford the product as a solid.

Workup

  1. concentrationThe reaction is concentrated
  2. additiondiluted with additional water
  3. custompurified by passage down an acidic ion exchange column

Sources & evidence

ORD record
ord-273ecbc82a3a49628633bb22c5aef4ba
Source dataset
uspto-grants-2006_08
Patent number
US07090828B2

Reaction notes

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