Hydrochloric Acid → H-(L)-Pal-NH2

HRID 963949Notes

Reaction equation

HRID 963949 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:10]([NH2:12])=[O:11])[CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][CH:5]=1.Cl>C(Cl)Cl.O1CCOCC1>[NH2:1][C@H:2]([C:10]([NH2:12])=[O:11])[CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 54368651Boc-(L)-Pal-NH2

Product 1

HCID 67671136H-(L)-Pal-NH2

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Suspend Boc-(L)-Pal-NH2 (0.98 g) in methylene chloride (15 mL) with light heating and add a solution of hydrochloric acid (4M, 10 mL) in dioxane. After 30 minutes evaporate methylene chloride and dioxane. Dissolve the solid in methanol, precipitate by addition of ether and filtrate to give H-(L)-Pal-NH2. 2HCl (0.86 g, 98%).

Workup

  1. temperatureheating
  2. customAfter 30 minutes evaporate methylene chloride and dioxane
  3. dissolutionDissolve the solid in methanol
  4. additionprecipitate by addition of ether and filtrate

Sources & evidence

ORD record
ord-d6373623d39543ca934f731c9d5e46e1
Source dataset
uspto-grants-1998_06
Patent number
US05766932

Reaction notes

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