2-adamantyloxycarbonyl-alpha-methyl-DL-tryptophan → Tricyclo [3.3.1.13,7]dec-2-yl (+/-)-[2-[[2-(3,4-dihydro-1-naphthalenyl)ethyl]amino]-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl]carbamate

HRID 54852

Reaktionsgleichung

Reaktionsgleichung von HRID 54852
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[O:11][C:12]([NH:14][C:15]([CH3:29])([C:26](O)=[O:27])[CH2:16][C:17]1[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=1)=[O:13])[CH2:8]2.Cl.[C:31]1([CH2:41][CH2:42][NH2:43])[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH2:34][CH2:33][CH:32]=1>>[C:31]1([CH2:41][CH2:42][NH:43][C:26](=[O:27])[C:15]([NH:14][C:12](=[O:13])[O:11][CH:2]2[CH:1]3[CH2:8][CH:7]4[CH2:6][CH:5]([CH2:4][CH:3]2[CH2:9]4)[CH2:10]3)([CH2:16][C:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)[CH3:29])[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH2:34][CH2:33][CH:32]=1

Komponenten

3

Edukt 2

HCID 148025032-adamantyloxycarbonyl-alpha-methyl-DL-tryptophanHCID 190478573,4-Dihydro-1-naphthaleneethanamine hydrochloride

Produkt 1

HCID 86747495Tricyclo [3.3.1.13,7]dec-2-yl (+/-)-[2-[[2-(3,4-dihydro-1-naphthalenyl)ethyl]amino]-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl]carbamate

Versuchsvorschrift

Following the procedure of Example 70, the title compound was prepared from 0.50 g (1.26 mmol) of 2-adamantyloxycarbonyl-α- methyl-DL-tryptophan and 0.29 g (1.38 mmol) of 3,4-dihydro-1-naphthalene ethanamine hydrochloride. The purified product after chromatography was obtained as a white foam, 0.41 g (59%); 1H NMR (CDCl3) δ1.48-1.99 (17H, m), 2.39-2.50 (2H, m), 2.67-2.82 (3H, m), 3.23-3.57 (3H, m), 3.99 (2H, t, J 5.0 Hz), 4.84 (1H, br s), 5.24 (1H, br s), 5.73 (1H, m), 6.16 (1H, m), 7.00-7.63 (9H, m), 8.12 (1H, br s).

Aufarbeitung

  1. customThe purified product after chromatography was obtained as a white foam, 0.41 g (59%)

Quellen und Nachweise

ORD-Eintrag
ord-5cbfd043e0054ec29ddfecea61e42edb
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622983

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