Hydrochloric Acid → H-Nva-Leu-NH2.HCl

HRID 851718Notes

Reaction equation

HRID 851718 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])[CH2:10][CH:11]([CH3:13])[CH3:12])=[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])[CH2:10][CH:11]([CH3:13])[CH3:12])=[O:7])[CH2:3][CH2:4][CH3:5].[ClH:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57077739BOC-Nva-Leu-NH2

Product 1

HCID 88736513H-Nva-Leu-NH2.HClYield 83%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

4.12 g (12.5 mmoles) of BOC-Nva-Leu-NH2 are suspended in 15 ml of ethyl acetate, and 20 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, the separated precipitate is filtered off, and the resulting 3.64 g of crude product is recrystallized from 25 ml of methanol. 2.75 g (83%) of H-Nva-Leu-NH2.HCl are obtained; m.p.: 215°-216° C., Rf5 =0.45, [α]D25 =-3.47° (c=1%, in methanol).

Workup

  1. filtrationthe separated precipitate is filtered off
  2. customthe resulting 3.64 g of crude product is recrystallized from 25 ml of methanol

Sources & evidence

ORD record
ord-0b7068c70eca4f059570b77fb283ed0c
Source dataset
uspto-grants-1983_05
Patent number
US04386073

Reaction notes

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