Hydrochloric Acid → HCID 131720993, compound

HRID 1459144Notes

Reaction equation

HRID 1459144 reaction equation
[C:1]1([CH2:7][O:8][C:9]([N:11]([CH2:13][C:14]([NH:16][CH2:17][CH2:18][NH:19][C:20](=[O:49])[CH2:21][NH:22][C:23](=[O:48])[C@H:24]([CH2:44][CH:45]([CH3:47])[CH3:46])[NH:25][C:26](=[O:43])[C@H:27]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[NH:28]C(OC(C)(C)C)=O)=[O:15])[CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:50]>ClCCl>[ClH:50].[C:1]1([CH2:7][O:8][C:9]([N:11]([CH2:13][C:14]([NH:16][CH2:17][CH2:18][NH:19][C:20](=[O:49])[CH2:21][NH:22][C:23](=[O:48])[C@H:24]([CH2:44][CH:45]([CH3:47])[CH3:46])[NH:25][C:26](=[O:43])[C@H:27]([CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[NH2:28])=[O:15])[CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67778756HCID 67778756, compound

Product 1

HCID 131720993HCID 131720993, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(N-Phenylalanylleucyl)glycine N-(2-(N-(phenylmethoxycarbonyl)-sarcosylamino)ethyl)amidehydrochlorlde. N-(N-(N-(1,1-Dimethylethoxycarbonyl)phenylalanyl)leucyl)glycine N-(2-(N-(phenylmethoxycarbonyl)sarcosylamino)ethyl)amide (1.94 g, 2.8 mmol) was treated with excess hydrogen chloride in dichloromethane (25 mL) for 1 h. The solvent and excess reagent were evaporated under reduced pressure. The residue was dissolved in methanol. Evaporation of the solvent under reduced pressure gave N-(N-phenylalanylleucyl)glycine N-(2-(N-(phenylmethoxycarbonyl)sarcosylamino)ethyl)amide hydrochloride (1.67 g, 95%).

Workup

  1. customThe solvent and excess reagent were evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in methanol
  3. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-df1f7d24a00e4d3f9a4415af8c07411c
Source dataset
uspto-grants-1998_12
Patent number
US05853713

Reaction notes

Loading…