Hydrochloric Acid → HCID 178501310, compound

HRID 399536Notes

Reaction equation

HRID 399536 reaction equation
[CH3:1][O:2][C:3](=[O:35])[C@@H:4]1[CH2:8][C@@H:7]([CH2:9][N:10](C(OC(C)(C)C)=O)[C:11]([NH2:20])=[N:12]C(OC(C)(C)C)=O)[CH2:6][N:5]1C(OC(C)(C)C)=O.[ClH:36]>O1CCOCC1>[ClH:36].[ClH:36].[CH3:1][O:2][C:3](=[O:35])[C@@H:4]1[CH2:8][C@@H:7]([CH2:9][NH:10][C:11]([NH2:20])=[NH:12])[CH2:6][NH:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86753221HCID 86753221, compound

Product 1

HCID 178501310HCID 178501310, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(4R)-1-(tert-Butyloxycarbonyl)-4-[N,N'-bis(tert-butyloxy-carbonyl)guanidinomethyl]-L-proline methyl ester (14 mg, 0.028 mmol) was treated with 4N HCl in dioxane (1 mL) at room temperature overnight. 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; yield 7.6 mg (100%). Mass spectrum: m/z 201 (M+1); 400 MHz 1H NMR (CD3OD): δ2.19 (m, 1H); 2.42 (m, 1H); 2.68 (m, 1H); 3.11 (dd, 1H); 3.64 (dd, 1H); 3.87 (s, 3H); 4.60 (dd, 1H).

Workup

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

Sources & evidence

ORD record
ord-75cfdfb92f2446639f62fca6ffd196e8
Source dataset
uspto-grants-1998_10
Patent number
US05821261

Reaction notes

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