Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 86752537 | HCID 86752537 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70081162 | HCID 70081162 | 79.9% |
Reaction Steps
A solution of sodium carbonate (2.83 g, 26.7 mmol) in water (20 ml) was added to a stirred solution of 4-methyl-1-[N-(2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline-7-sulphonyl)-3-cyano-(S)-phenylalanyl]-1,2,3,6-tetrahydropyridine-2(R)-carboxylic acid ethyl ester (Preparation 36; 3.38 g, 5.34 mmol) in ethanol (20 ml) and the resulting suspension stirred for 20 hours. The bulk of the ethanol was removed under reduced pressure, the residual mixture diluted with water and extraction with ethyl acetate effected. The organic extract was washed with water, then saturated brine, dried (MgSO4) and evaporated under reduced pressure to afford the title compound (2.29 g) as a foam. Rf 0.42 (SS 9). [α]D25 +14° (c=0.1, CH3OH). Found: C,61.60; H,6.06; N,10.10. C28H32N4O5S; 0.50 H2O requires C,61.63; H,6.09; N,10.26%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05750520 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-ba24a2b874da4d37992d0f2101dac64d |
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| Source note | uspto-grants-1998_05 |
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