Chlorotrimethylsilane → 307316-20-7

HRID 2183857Notes

Reaction equation

HRID 2183857 reaction equation
[NH2:1][CH2:2][CH2:3][C@H:4]([OH:8])[C:5]([OH:7])=[O:6].[Cl:9][Si](C)(C)[CH3:11]>CO>[ClH:9].[NH2:1][CH2:2][CH2:3][C@H:4]([OH:8])[C:5]([O:7][CH3:11])=[O:6]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 27339294-Amino-2-hydroxybutyric acid, (S)-(-)-

Product 1

HCID 86596723307316-20-7Yield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(S)-(−)-4-Amino-2-hydroxybutyric acid (5.432 g, 45.6 mmol) was dissolved in methanol (250 ml) and chlorotrimethylsilane (4.86 g, 137 mmol) added. The reaction was gently refluxed for 20 h. The reaction was cooled and the solvent removed in vacuo to afford the title compound as a colourless oil (6.07 g, 100%).

Workup

  1. temperatureThe reaction was gently refluxed for 20 h
  2. temperatureThe reaction was cooled
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-0011235d853344b7a317c13792f645f1
Source dataset
uspto-grants-2005_05
Patent number
US06900243B2

Reaction notes

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