Hydrochloric Acid → HCID 20706040, compound

HRID 429908Notes

Reaction equation

HRID 429908 reaction equation
Cl.[CH:2]1([C:6]2[CH:7]=[C:8]([CH:15]=[CH:16][CH:17]=2)[CH2:9][C@@H:10]([C:12]([OH:14])=[O:13])[NH2:11])[CH2:5][CH2:4][CH2:3]1.[CH3:18][C:19](=[CH2:21])[CH3:20].OS(O)(=O)=O.Cl>O1CCOCC1>[CH:2]1([C:6]2[CH:7]=[C:8]([CH:15]=[CH:16][CH:17]=2)[CH2:9][C@@H:10]([C:12]([O:14][C:19]([CH3:21])([CH3:20])[CH3:18])=[O:13])[NH2:11])[CH2:3][CH2:4][CH2:5]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 20706028HCID 20706028, compound

Product 1

HCID 20706040HCID 20706040, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

According to example 54, 0.65 g of 3-cyclobutyl-L-phenylalanine HCl was treated with 25 mL of isobutylene in 25 mL of 1,4-dioxane in the presence of 0.5 mL of conc. H2SO4. Work-up in the usual manner followed by acidification of the free amine with ethereal HCl afforded 0.64 g (81%) of tert-butyl 3-cyclobutyl-L-phenylalaninate.HCl as a white powder, m.p. 173-174° C.

Sources & evidence

ORD record
ord-954b6cb92c2a49e2a8bd235ad35cac88
Source dataset
uspto-grants-2001_11
Patent number
US06319702B1

Reaction notes

Loading…