4-Methoxy-2,3,6-trimethylbenzenesulfonyl chloride → (3S)-4-[[1-[(1-amino-6-isoquinolinyl)methyl]-2-oxo-2-(1-piperidinyl)ethyl]amino]-3-[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]4-oxo-butanoic acid 1,1-dimethylethylester hydrochloride

Participants

Reaction Steps

The procedure described for 5c was used. Deprotection of 5a and coupling with 121 mg of (2S)-2-[[(4-methoxy-2,3,6-trimethylphenyl)sulfonyl]amino]butanedioic acid 4-(1,1-dimethylethyl)ester (prepared from Asp(OtBu)—OH and (4-methoxy-2,3,6-trimethylphenyl)-sulfonylchloride using the procedure described for 5b) yielded after purification 8 as a mixture of diastereomers (1:1). 1H-NMR 200 MHz (CD30D) δ: 1.30 and 1.35 (9H, 2x s), 1.38-1.70 (6H, m), 2.12 and 2.14 (3H, 2x s) 2.18-2.51 (2H, m), 2.53 and 2.54, (3H, 2x s), 2.63 (3H, s), 2.85-3.54 (6H, m), 3.81 and 3.86 (3H, 2x s), 3.95-4.11 (1H, m), 5.03-5.21 (1H, m), 6.73 and 6.75 (1H, 2x s), 7.17-7.24 (1H, m), 7.52-7.78(3H, m), 8.30-8.38 (1H,m).

Provenance & Evidence