Propargyl alcohol → N-Boc-beta-alanine Propargyl Ester
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
Product 1
Reagents, catalysts & solvents 1
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
- filtrationthe reaction mixture was filtered
- customevaporated to dryness under vacuum
- customCrude product yield
Sources & evidence
- ORD record
- ord-71ffcbba883a4093b8e3933b35c16e12
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07727713B2
Reaction notes
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