Hydrochloric Acid → HCID 178478855, compound

HRID 399533Notes

Reaction equation

HRID 399533 reaction equation
C([O:5][C:6](=[O:24])[C@@H:7]1[CH2:11][C@@H:10]([CH2:12][NH:13][C:14](=[NH:16])[SH:15])[CH2:9][N:8]1C(OC(C)(C)C)=O)(C)(C)C.[ClH:25]>O1CCOCC1>[ClH:25].[ClH:25].[NH:13]([CH2:12][C@@H:10]1[CH2:9][NH:8][C@H:7]([C:6]([OH:24])=[O:5])[CH2:11]1)[C:14](=[NH:16])[SH:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178451177HCID 178451177, compound

Product 1

HCID 178478855HCID 178478855, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(4S)-1-(tert-Butyloxycarbonyl)-4-[(isothioureido)methyl]-L-proline tert-butyl ester (25 mg, 0.070 mmol) was treated with 4N HCl in dioxane (1 mL) for 18 hours at room temperature. The reaction mixture was evaporated under diminished pressure, coevaporated several times with diethyl ether, several times with methanol, and finally ether. The product was dried under high vacuum to afford the title compound; yield 14 mg (73%). Mass spectrum: m/z 203 (M); 400 MHz 1H NMR (CD3OD): δ1.92 (m, 1H); 3.18 (m, 1H); 4.48 (m, 1H).

Workup

  1. customThe reaction mixture was evaporated under diminished pressure
  2. customThe product was dried under high vacuum

Sources & evidence

ORD record
ord-fac1afd29abd4a7c88a82b96029f860c
Source dataset
uspto-grants-1998_10
Patent number
US05821261

Reaction notes

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