Methyl iodide → HCID 14209637, compound

HRID 845898Notes

Reaction equation

HRID 845898 reaction equation
[CH2:1](I)[CH:2]=[CH2:3].CI.[C:7]([NH:14][C@@H:15]([C:17]([OH:19])=[O:18])[CH3:16])([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[H-].[Na+]>C1COCC1>[CH3:12][C:10]([CH3:13])([O:9][C:7]([N:14]([CH2:3][CH:2]=[CH2:1])[C@@H:15]([C:17]([OH:19])=[O:18])[CH3:16])=[O:8])[CH3:11]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 11166Allyl iodideHCID 24758Sodium hydrideHCID 637606BOC-D-alanine

Product 1

HCID 14209637HCID 14209637, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Allyl iodide (6.72 g, 40.0 mmol) replaced methyl iodide and Boc-(D)-alanine (1.89 g, 10.0 mmol) replaced Z-(D)alanine in the reaction of Example 15. They were reacted using sodium hydride (30.0 mmol, 50% suspension in mineral oil) and THF (30 ml). 2.27 g of oil was obtained using the procedure and work-up of Example 15.

Workup

  1. customin the reaction of Example 15
  2. customThey were reacted

Sources & evidence

ORD record
ord-d270012f3a0a46ce9ca965dbfe6fbe9a
Source dataset
uspto-grants-1988_07
Patent number
US04760180

Reaction notes

Loading…