Hydrochloric Acid → HCID 20706038, compound

HRID 429902Notes

Reaction equation

HRID 429902 reaction equation
[CH:1]1([C:7]2[CH:18]=[CH:17][CH:16]=[CH:15][C:8]=2[CH2:9][C@@H:10]([C:12]([OH:14])=[O:13])[NH2:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH3:20][C:21](=[CH2:23])[CH3:22].OS(O)(=O)=O>O1CCOCC1>[CH:1]1([C:7]2[CH:18]=[CH:17][CH:16]=[CH:15][C:8]=2[CH2:9][C@@H:10]([C:12]([O:14][C:21]([CH3:23])([CH3:22])[CH3:20])=[O:13])[NH2:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 20706025HCID 20706025, compound

Product 1

HCID 20706038HCID 20706038, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

According to example 54, 0.73 g of 2-cyclohexyl-L-phenylalanine.HCl was treated with 25 mL of isobutylene in 25 mL of 1,4-dioxane in the presence of 0.4 mL of conc. H2SO4. Work-up followed by acidification of the free amine with ethereal HCl afforded 0.70 g (80%) of tert-butyl 2-cyclohexyl-L-phenylalaninate.HCl as a yellow foam.

Sources & evidence

ORD record
ord-62f1b4915d9843bf8c42f4330af49078
Source dataset
uspto-grants-2001_11
Patent number
US06319702B1

Reaction notes

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