Hydrochloric Acid → HCID 88736192, compound

HRID 851719Notes

Reaction equation

HRID 851719 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:6]([NH:8][C@H:9]([C:14]([NH2:16])=[O:15])[C@H:10]([CH2:12][CH3:13])[CH3:11])=[O:7])[CH2:3][CH2:4][CH3:5].[ClH:24]>C(OCC)(=O)C.CCOCC>[NH2:1][C@H:2]([C:6]([NH:8][C@H:9]([C:14]([NH2:16])=[O:15])[C@H:10]([CH2:12][CH3:13])[CH3:11])=[O:7])[CH2:3][CH2:4][CH3:5].[ClH:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57162758HCID 57162758, compound

Product 1

HCID 88736192HCID 88736192, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

4.5 g (13.7 mmoles) of BOC-Nva-Ile-NH2 are suspended in 20 ml of ethyl acetate, and 12 ml of a 6 n hydrochloric acid solution in ethyl acetate are added to the suspension. After one hour of standing the reaction mixture is diluted with ether, and the separated precipitate is filtered off. The resulting 3.6 g of crude product are recrystallized from a mixture of methanol and ether to obtain 3.5 g (96%) of H-Nva-Ile-NH2.HCl; m.p.: 254°-255° C., Rf5 =0.45, [α]D25 =+3.8° (c=1%, in methanol).

Workup

  1. filtrationthe separated precipitate is filtered off
  2. customThe resulting 3.6 g of crude product are recrystallized from a mixture of methanol and ether

Sources & evidence

ORD record
ord-ef0af6e9847e442b82af4f3361bf9169
Source dataset
uspto-grants-1983_05
Patent number
US04386073

Reaction notes

Loading…