Hydrochloric Acid → HCID 20637698, compound

HRID 369789Notes

Reaction equation

HRID 369789 reaction equation
[CH:1]1([C:6]2[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=2[CH2:8][C@@H:9]([C:11]([OH:13])=[O:12])[NH2:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH3:19][C:20](=[CH2:22])[CH3:21].OS(O)(=O)=O>O1CCOCC1.CCOCC>[CH:1]1([C:6]2[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=2[CH2:8][C@@H:9]([C:11]([O:13][C:20]([CH3:22])([CH3:21])[CH3:19])=[O:12])[NH2:10])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 20637682HCID 20637682, compound

Product 1

HCID 20637698HCID 20637698, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

According to example 54, 0.23 g of 2-cyclopentyl-L-phenylalanine.HCl was treated with 25 mL of isobutylene in 20 mL of 1,4-dioxane in the presence of 0.13 mL of conc. H2SO4. Work-up afforded a clear oil which was dissolved in 20 mL of ether. The solution was treated with 1 mL of 1 M ethereal HCl and concentrated in vacuo to dryness to afford 0.28 g (100%) of tert-butyl 2-cyclopentyl-L-phenylalaninate.HCl as a light yellow glass.

Workup

  1. customWork-up afforded a clear oil which
  2. concentrationconcentrated in vacuo to dryness

Sources & evidence

ORD record
ord-456d26e54317415ba4ea86ad639e838d
Source dataset
uspto-grants-2000_10
Patent number
US06140100

Reaction notes

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