1,4-Dioxane hydrochloride → HCID 178465616, compound

HRID 1420137Notes

Reaction equation

HRID 1420137 reaction equation
[ClH:1].C([O:6][C:7](=[O:27])[CH:8]([NH:19]C(OCCCC)=O)[CH2:9][S:10](=[O:18])(=[O:17])[CH2:11][CH2:12][NH:13][C:14](=[NH:16])[CH3:15])(C)(C)C.Cl.O1CCOCC1>O1CCOCC1>[ClH:1].[ClH:1].[NH2:19][CH:8]([CH2:9][S:10](=[O:18])(=[O:17])[CH2:11][CH2:12][NH:13][C:14](=[NH:16])[CH3:15])[C:7]([OH:27])=[O:6]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178453864HCID 178453864, compound

Product 1

HCID 178465616HCID 178465616, compoundYield 159.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-(butyloxycarbonylamino)-6-(1-iminoethylamino)-4,4-dioxo-4-thiahexanoic acid tert-butyl ester hydrochloride (300 mg) in dioxane (15 ml) was added 4N HCl/dioxane (10 ml) and the mixture allowed to stand at room temperature for 24 hrs. The reaction mixture was then evaporated to dryness and the semi-solid residue treated with water (2 ml) and evaporated to give a colourless glass. The crude product was purified by flash chromatography on SiO2 using CH3CN:CH3CO2H:H2O (5:2:2) as the eluant to give 172.5 mg of the title compound.

Workup

  1. customThe reaction mixture was then evaporated to dryness
  2. additionthe semi-solid residue treated with water (2 ml)
  3. customevaporated
  4. customto give a colourless glass
  5. customThe crude product was purified by flash chromatography on SiO2

Sources & evidence

ORD record
ord-82ecf3d1800542929ab86165a2ec04b3
Source dataset
uspto-grants-1999_03
Patent number
US05889056

Reaction notes

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