Propargyl alcohol → N-Boc-beta-alanine Propargyl Ester

HRID 12006

Reaction equation

HRID 12006 reaction equation
[C:1]([NH:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH2:14](O)[C:15]#[CH:16].C1(N=C=NC2CCCCC2)CCCCC1>CCOC(C)=O>[CH2:16]([O:12][C:11](=[O:13])[CH2:10][CH2:9][NH:8][C:1]([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2])[C:15]#[CH:14]

Participants

5

Reactant 3

HCID 7859Propargyl alcoholHCID 10868DicyclohexylcarbodiimideHCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanine

Product 1

HCID 11831152N-Boc-beta-alanine Propargyl Ester

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

N-Boc-β-alanine (1.91 g, 10.1 mmol) and propargyl alcohol (0.675 g, 12 mmol) were dissolved in EtOAc (25 mL). Dicyclohexyl-carbodiimide (DCC, 2.06 g, 10 mmol) was added to the solution and after 16 h of stirring at room temperature, the reaction mixture was filtered and evaporated to dryness under vacuum. Crude product yield

Workup

  1. filtrationthe reaction mixture was filtered
  2. customevaporated to dryness under vacuum
  3. customCrude product yield

Sources & evidence

ORD record
ord-71ffcbba883a4093b8e3933b35c16e12
Source dataset
uspto-grants-2010_06
Patent number
US07727713B2

Linked notes

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