Реакция #11515

ord-ad431575cf5e4313ab0e837e19d4f850

Уравнение реакции

CC(C)(C)OC(N)=O
tert butyl carbamate
N[C@@H](CC(=O)N1CCC[C@H]1C(=O)NCc1cc(Cl)ccc1OCC(=O)O)Cc1ccccc1
2-[({1-[(3R)-3-amino-4-phenylbutanoyl]-L-prolyl}amino)methyl]-4-chlorophenoxyacetic acid
NC1CC1
cyclopropylamine
N[C@@H](CC(=O)N1CCC[C@H]1C(=O)NCc1cc(Cl)ccc1OCC(=O)NC1CC1)Cc1ccccc1
title compound
N[C@@H](CC(=O)N1CCC[C@H]1C(=O)NCc1cc(Cl)ccc1OCC(=O)NC1CC1)Cc1ccccc1
1-[(3R)-3-Amino-4-phenylbutanoyl]-N-{5-chloro-2-[2-(cyclopropylamino)-2-oxoethoxy]benzyl}-L-prolinamide

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

A solution of 46 mg (0.08 mmol) of the tert butyl carbamate of {2-[({1-[(3R)-3-amino-4-phenylbutanoyl]-L-prolyl}amino)methyl]-4-chlorophenoxyacetic acid and 0.0055 mL (0.096 mmol) of cyclopropylamine in DMF were coupled and deprotected as described for Example 1, Step C and D to give 25 mg of the title compound. 1H NMR (400 MHz, CD3OD) δ 7.32–7.10 (m, 7H), 6.95 (d, 0.2H, J=8 Hz), 6.85 (d, 0.8H, J=8 Hz), 4.55–4.22 (m, 5H), 3.61–3.35 (m, 3H), 2.82–2.50 (m, 4H), 2.38–2.10 (m, 2H), 2.07–1.80 (m, 3H), 0.75–0.58 (m, 4H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07098239B2uspto-grants-2006_08