Hydrochloric Acid → H-Nva-Met-NH2.HCl

HRID 851723Notes

Reaction equation

HRID 851723 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][CH2:11][S:12][CH3:13])=[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][CH2:11][S:12][CH3:13])=[O:7])[CH2:3][CH2:4][CH3:5].[ClH:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57006973BOC-Nva-Met-NH2

Product 1

HCID 88736758H-Nva-Met-NH2.HClYield 89%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

4.5 g (13 mmoles) of BOC-Nva-Met-NH2 are suspended in 20 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 dried in vacuo over anhydrous sodium hydroxide. The resulting 4 g of crude product are recrystallized from a mixture of methanol and ether. 3.28 g (89%) of H-Nva-Met-NH2.HCl are obtained; m.p.: 198°-200° C., Rf5 =0.40, [α]D25 =+10.2° (c=1%, in methanol).

Workup

  1. filtrationthe separated precipitate is filtered off
  2. dry with materialdried in vacuo over anhydrous sodium hydroxide
  3. customThe resulting 4 g of crude product are recrystallized from a mixture of methanol and ether

Sources & evidence

ORD record
ord-76928549785c412ea2c9bc34b93953ca
Source dataset
uspto-grants-1983_05
Patent number
US04386073

Reaction notes

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