1,4,5,6-Tetrahydropyrimidin-2-amine → (2s)-2-(1-Adamantylmethoxycarbonylamino)-3-((5-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-cyclopropyl)-thiophene-2-carbonyl)-amino)-propionic acid tert-butyl ester

HRID 431511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 431511
C[O:2][C:3]([CH:5]1[CH2:7][CH:6]1[C:8]1[S:9][C:10]([C:13](=[O:39])[NH:14][CH2:15][C@H:16]([NH:24][C:25]([O:27][CH2:28][C:29]23[CH2:38][CH:33]4[CH2:34][CH:35]([CH2:37][CH:31]([CH2:32]4)[CH2:30]2)[CH2:36]3)=[O:26])[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[CH:11][CH:12]=1)=O.[NH2:40][C:41]1[NH:42][CH2:43][CH2:44][CH2:45][N:46]=1>CN(C)C=O>[C:20]([O:19][C:17](=[O:18])[C@@H:16]([NH:24][C:25]([O:27][CH2:28][C:29]12[CH2:38][CH:33]3[CH2:32][CH:31]([CH2:37][CH:35]([CH2:34]3)[CH2:36]1)[CH2:30]2)=[O:26])[CH2:15][NH:14][C:13]([C:10]1[S:9][C:8]([CH:6]2[CH2:7][CH:5]2[C:3](=[O:2])[NH:40][C:41]2[NH:46][CH2:45][CH2:44][CH2:43][N:42]=2)=[CH:12][CH:11]=1)=[O:39])([CH3:21])([CH3:23])[CH3:22]

Komponenten

4

Edukt 2

HCID 32874121,4,5,6-Tetrahydropyrimidin-2-amineHCID 572486992-(5-(((2s)-2-(1-Adamantylmethoxycarbonylamino)-2-tert-butoxycarbonyl-ethyl)carbamoyl)-2-thienyl)-cyclopropancarboxylic acid methyl ester

Produkt 1

HCID 69637307(2s)-2-(1-Adamantylmethoxycarbonylamino)-3-((5-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-cyclopropyl)-thiophene-2-carbonyl)-amino)-propionic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The product obtained in step b) was dissolved in 4 ml of anhydrous dimethylformamide and stirred under an argon atmosphere with 99 mg of 2-amino-1,4,5,6-tetrahydropyrimidine for 7 hours at room temperature. The solvent was removed in vacuo and the residue was chromatographed (silica gel; ethyl acetate/methanol (1/1, v/v)). The fractions containing the title compound were pooled and evaporated under reduced pressure to give 53 mg of a colourless resin.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue was chromatographed (silica gel
  3. additionThe fractions containing the title compound
  4. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9152ad8f8b2647a3a50b0fda14815517
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660728B2

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