Lithium Hydroxide → HCID 54485137, compound

HRID 1699270Notes

Reaction equation

HRID 1699270 reaction equation
C[N:2]([C:19](=[O:45])[C@@H:20]([CH2:35][C:36]1[CH:41]=[C:40]([Br:42])[C:39]([OH:43])=[C:38]([Br:44])[CH:37]=1)[NH:21][C:22]([NH:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=1)=[O:23])[C@H:3]([C:16]([OH:18])=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[OH-].[Li+]>O>[CH3:14][C:12]([CH3:15])([O:11][C:9]([NH:8][CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]([C:16]([OH:18])=[O:17])[NH:2][C:19](=[O:45])[C@@H:20]([CH2:35][C:36]1[CH:41]=[C:40]([Br:42])[C:39]([OH:43])=[C:38]([Br:44])[CH:37]=1)[NH:21][C:22]([NH:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH3:34])[CH:28]=1)=[O:23])=[O:10])[CH3:13]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86587638HCID 86587638, compound

Product 1

HCID 54485137HCID 54485137, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7.75 g (10.4 mmol) of methyl N6-[(1,1-dimethyl-ethoxy)carbonyl]-N2-[N-[[[2-(3-methoxyphenyl)ethyl]amino]carbonyl]-3,5-dibromo-D-tyrosyl]-L-lysine, 3.5 g (140 mmol) of lithium hydroxide and 150 ml of water was stirred overnight at room temperature. The aqueous phase was washed once with ethyl acetate, acidified by the addition of 1 M aqueous potassium hydrogen sulphate solution and then extracted with ethyl acetate. The organic phase was dried over sodium sulphate and evaporated down in vacuo. 6.9 g (91% of theory) of a yellowish oil were obtained.

Workup

  1. washThe aqueous phase was washed once with ethyl acetate
  2. additionacidified by the addition of 1 M aqueous potassium hydrogen sulphate solution
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase was dried over sodium sulphate
  5. customevaporated down in vacuo
  6. custom6.9 g (91% of theory) of a yellowish oil were obtained

Sources & evidence

ORD record
ord-a8cf11648f1348ba9cabc15f544b1b3a
Source dataset
uspto-grants-2002_02
Patent number
US06344449B1

Reaction notes

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