Lithium hydroxide, monohydrate → HCID 131720115, compound

HRID 965266Notes

Reaction equation

HRID 965266 reaction equation
O[Li:2].O.[C:4]([CH2:11][CH2:12][CH:13]([NH2:24])[C:14]([OH:23])([C:19]([O:21]C)=[O:20])[C:15]([O:17]C)=[O:16])([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]>O.CO>[Li+:2].[C:4]([CH2:11][CH2:12][CH:13]([NH2:24])[C:14]([OH:23])([C:15]([OH:17])=[O:16])[C:19]([O-:21])=[O:20])([O:6][C:7]([CH3:9])([CH3:10])[CH3:8])=[O:5]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86751149HCID 86751149, compound

Product 1

HCID 131720115HCID 131720115, compoundYield 92.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

0.3 g of LiOH.H2O are dissolved in 1.5 ml of water and the solution is diluted with MeOH to a total volume of 10 ml. This solution, pre-cooled to 0°-50° C., is added to a solution of 1 g of methyl 5-BOC-amino-2-hydroxy-2-methoxycarbonyl-pentanoate in 10 ml of MeOH, cooled at 0° C. The mixture is kept for 24 h at 0°-5° C., under mild stirring. A white crystalline precipitate separates, which is filtered, washed with MeOH and dried to obtain 0.86 g of 5-BOC-amino-2-hydroxy-2-carboxy-pentanoic acid lithium salt (m.p.>300° C.) TLC (3:1:1 nBuOH--AcOH--H2O) Rf=0.35 I.R.: (C=O 1700 cm-1) (COO--1595 cm-1, 1620 cm-1) (--OH, --NH--3500-3300 cm-1).

Workup

  1. temperatureThis solution, pre-cooled to 0°-50° C.
  2. filtrationA white crystalline precipitate separates, which is filtered
  3. washwashed with MeOH
  4. customdried

Sources & evidence

ORD record
ord-996966a7ee7f4a47b686b6224c456a38
Source dataset
uspto-grants-1998_06
Patent number
US05773465

Reaction notes

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