Hydrochloric Acid → HCID 20706042, compound

HRID 429899Notes

Reaction equation

HRID 429899 reaction equation
[CH:1]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][CH2:2]1.Cl.[CH3:19][C:20](=[CH2:22])[CH3:21].OS(O)(=O)=O>O1CCOCC1>[CH:1]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:20]([CH3:22])([CH3:21])[CH3:19])=[O:13])[NH2:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 20637686HCID 20637686, compound

Product 1

HCID 20706042HCID 20706042, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

According to example 54, 0.50 g of 3-cyclopentyl-L-phenylalanine.HCl was treated with 25 mL of isobutylene in 20 mL of 1,4-dioxane in the presence of 0.3 mL of conc. H2SO4. Work-up followed by acidification of the free amine with ethereal HCl afforded 0.49 g (82%) of tert-butyl 3-cyclopentyl-L-phenylalaninate.HCl as a white powder, m.p. 154-156° C.

Sources & evidence

ORD record
ord-006f7c84c192470e8d2fd19a2cbaf730
Source dataset
uspto-grants-2001_11
Patent number
US06319702B1

Reaction notes

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