Hydrochloric Acid → HCID 20706039, compound

HRID 369801Notes

Reaction equation

HRID 369801 reaction equation
[CH:1]1([C:5]2[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=2)[CH2:8][C@@H:9]([C:11]([OH:13])=[O:12])[NH2:10])[CH2:4][CH2:3][CH2:2]1.[ClH:17].[CH3:18][C:19](=[CH2:21])[CH3:20].OS(O)(=O)=O.Cl>O1CCOCC1>[CH:1]1([C:5]2[CH:6]=[C:7]([CH:14]=[CH:15][CH:16]=2)[CH2:8][C@@H:9]([C:11]([O:13][C:19]([CH3:21])([CH3:20])[CH3:18])=[O:12])[NH2:10])[CH2:2][CH2:3][CH2:4]1.[ClH:17]

Participants

6

Reactant 4

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

Product 1

HCID 20706039HCID 20706039, 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-bcc2a6cb7c2a4196a242b3dd5368ef48
Source dataset
uspto-grants-2000_10
Patent number
US06140100

Reaction notes

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