Hydrochloric Acid → HCID 20706043, compound

HRID 369797Notes

Reaction equation

HRID 369797 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=1)[CH2:8][C@@H:9]([C:11]([OH:13])=[O:12])[NH2:10])([CH3:4])([CH3:3])[CH3:2].[ClH:17].[CH3:18][C:19](=[CH2:21])[CH3:20].OS(O)(=O)=O.Cl>O1CCOCC1>[C:1]([C:5]1[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=1)[CH2:8][C@@H:9]([C:11]([O:13][C:19]([CH3:21])([CH3:20])[CH3:18])=[O:12])[NH2:10])([CH3:4])([CH3:2])[CH3:3].[ClH:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 20706030HCID 20706030, compound

Product 1

HCID 20706043HCID 20706043, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

According to example 54, 0.50 g of 3-tert-butyl-L-phenylalanine·HCl was treated with 30 mL of isobutylene in 25 mL of 1,4-dioxane in the presence of 0.4 mL of conc. H2SO4. Work-up in the usual manner followed by acidification of the free amine with ethereal HCl afforded 0.53 g (87%) of tert-butyl 3-tert-butyl-L-phenylalaninate·HCl as a light yellow foam.

Sources & evidence

ORD record
ord-925a4d2623e441468491e364d2eb1949
Source dataset
uspto-grants-2000_10
Patent number
US06140100

Reaction notes

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