Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 18597314 | HCID 18597314 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 18597309 | HCID 18597309 | 61.5% |
Reaction Steps
N[1-(R)-Ethoxycarbonylethyl]-L-Leucine N-phenethylamide (710 mg, 2.1 mM) was dissolved in MeOH (50 ml) and treated with IN NaOH (3 ml, 3 mM) at room temperature. After 12 h, the reaction mixture was acidified with AcOH and evaporated in vacuo to a solid which was washed with H2O and dried to yield the title compound (400 mg); m.p. 201°-205°; (Found: C, 66.44; H, 8.55; N,9.11; C17H26N2O3 requires C,66.64; H,8.55; N,9.14%); νmax (Nujol) 3330, 1660 and 1530 cm-1 ; δ (d6DMSO) 0.825 (6H,t,J=6.2 Hz, (CH3)2CH), 1.15 (3H,d, J=6.8 Hz, CH3CH), 1.29 (2H,m,CH2CH), 1.55 (1H, heptet,J=7 Hz, CH(CH3)2), 2.71 (2H,t,J= 7 Hz, CH2C6H5), 3.0 (1H,q,J=7 Hz, CHCH3), 3.14 (1H,t,J=7 Hz, α-CH), 3.32 (2H,q,J=6 Hz, NHCH2CH2), 7.12 (5H,m,C6H5), 7.5 (2H,br S,OH and CHNHCH) and 8.15 (2H,t,J=5 Hz, NHCH2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04568666 |
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| Source dataset | uspto-grants-1986_02 |
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| ORD ID | ord-641d9c7f69b3448394f2431a1bca8277 |
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| Source note | uspto-grants-1986_02 |
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