Hydrochloric Acid → HCID 131720713, compound

HRID 963951Notes

Reaction equation

HRID 963951 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:9]([NH:11][C@H:12]([C:20]([NH2:22])=[O:21])[CH2:13][C:14]1[CH:19]=[N:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[ClH:30]>C(Cl)Cl>[NH2:1][C@H:2]([C:9]([NH:11][C@H:12]([C:20]([NH2:22])=[O:21])[CH2:13][C:14]1[CH:19]=[N:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[ClH:30].[ClH:30]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131720711HCID 131720711, compound

Product 1

HCID 131720713HCID 131720713, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Suspend Boc-(L)-Chg-(L)-Pal-NH2 (1.27 g, 3.12 mmol) in methylene chloride (50 mL), and add chlorhydric acid (10 mL, 4M in dioxane). After 30 minutes, evaporate dioxane and methylene chloride, dissolve the solid in methanol and precipitate the product by addition of ether (200 mL) and filter to give H-(L)-Chg-(L)-Pal-NH2.2HCl (1.12 g, 95%).

Workup

  1. customevaporate dioxane and methylene chloride
  2. dissolutiondissolve the solid in methanol
  3. customprecipitate the product
  4. additionby addition of ether (200 mL)
  5. filtrationfilter

Sources & evidence

ORD record
ord-a0ae7bee2cee44779efb6c3b838339d0
Source dataset
uspto-grants-1998_06
Patent number
US05766932

Reaction notes

Loading…