Hydrochloric Acid → HCID 86756432, compound

HRID 636008Notes

Reaction equation

HRID 636008 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH:6][C:7](=[O:27])[C@@H:8]([NH:19]C(OC(C)(C)C)=O)[CH2:9][CH2:10][CH2:11][NH:12][CH2:13][N:14]=[N:15][N+:16]([O-:18])=[O:17].Cl.[Cl:29]CCl>C1COCC1.O1CCOCC1>[ClH:29].[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH:6][C:7](=[O:27])[C@@H:8]([NH2:19])[CH2:9][CH2:10][CH2:11][NH:12][CH2:13][N:14]=[N:15][N+:16]([O-:18])=[O:17]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 86756430HCID 86756430, compound

Product 1

HCID 86756432HCID 86756432, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

(2S)-2-tert-Butoxycarbonylamino-5-(nitroimino-amino)methylaminopentanoic acid 1,3-thiazol-2-ylamide (2.28 g, 5.68 mmol) is dissolved in 5 mL THF and 5 mL 4 N HCl in dioxane. After 3 h, dichloromethane is added and the mixture is filtered. The semisolid is collected and is treated with methanol—toluene and concentrated in vacuo; this process is repeated several times to afford 1.63 g of (2S)-2-amino-5-(nitroimino-amino)methylaminopentanoic acid 1,3-thiazol-2-ylamide hydrochloride as a solid.

Workup

  1. filtrationthe mixture is filtered
  2. customThe semisolid is collected
  3. additionis treated with methanol—toluene
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4efb5514ab4141b6bd79b5d3b997600a
Source dataset
uspto-grants-2001_02
Patent number
US06191150B1

Reaction notes

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