Hydrochloric Acid → HCID 178478825, compound

HRID 399529Notes

Reaction equation

HRID 399529 reaction equation
C([O:5][C:6](=[O:37])[C@@H:7]1[CH2:11][C@@H:10]([N:12](C(OC(C)(C)C)=O)[C:13]([NH2:22])=[N:14]C(OC(C)(C)C)=O)[CH2:9][N:8]1C(OC(C)(C)C)=O)(C)(C)C.[ClH:38]>O1CCOCC1>[ClH:38].[ClH:38].[NH:12]([C@H:10]1[CH2:9][NH:8][C@H:7]([C:6]([OH:37])=[O:5])[CH2:11]1)[C:13]([NH2:22])=[NH:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753219HCID 86753219, compound

Product 1

HCID 178478825HCID 178478825, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(4R)-1-(tert-Butyloxycarbonyl)-4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]-L-proline tert-butyl ester (114 mg, 0.216 mmol) was treated with 4N HCl in dioxane (2 mL) for 48 hours at room temperature. The reaction mixture was evaporated under diminished pressure, coevaporated several times with diethyl ether and several times with methanol. The product was dried under high vacuum, and a quantitative yield of the title compound was obtained. Mass spectrum: m/z 173 (M+1); 400 MHz 1H NMR (CD3OD): δ2.49 (m, 1H); 2.58 (m, 1H); 3.40 (dd, 1H); 3.77 (dd, 1H); 4.42 (m, 1H); 4.66 (t, 1H).

Workup

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

Sources & evidence

ORD record
ord-cfaa753b942e48d8a8d4b2706b45b9e6
Source dataset
uspto-grants-1998_10
Patent number
US05821261

Reaction notes

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