N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide dihydrochloride → N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide

HRID 215894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 215894
Cl.Cl.[NH2:3][C@@H:4]1[CH2:8][CH2:7][N:6]([C:9]2[N:17]=[C:16]3[C:12]([N:13]=[CH:14][N:15]3[C@@H:18]3[CH2:22][C@H:21]([NH:23][C:24](=[O:27])[CH2:25][CH3:26])[C@@H:20]([OH:28])[C@H:19]3[OH:29])=[C:11]([NH:30][CH2:31][CH:32]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:10]=2)[CH2:5]1>C(O)C>[NH2:3][C@@H:4]1[CH2:8][CH2:7][N:6]([C:9]2[N:17]=[C:16]3[C:12]([N:13]=[CH:14][N:15]3[C@@H:18]3[CH2:22][C@H:21]([NH:23][C:24](=[O:27])[CH2:25][CH3:26])[C@@H:20]([OH:28])[C@H:19]3[OH:29])=[C:11]([NH:30][CH2:31][CH:32]([C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[N:10]=2)[CH2:5]1

Komponenten

3

Edukt 1

HCID 67022955N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide dihydrochloride

Produkt 1

HCID 59781437N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide dihydrochloride (ca. 7.7 mmol) is dissolved in minimal volume of a mixture of ethanol/saturated aqueous sodium carbonate solution until the pH of the solution is adjusted to pH 7 (ensuring the compound remains in solution). The solution is loaded onto an Isolute™ C18 column and washed through firstly with water and then MeOH. The fractions are combined and concentrated in vacuo and then further purified by repeating the above process to afford the title compound. LCMS (electrospray): m/z [MH+] 571

Aufarbeitung

  1. washwashed through firstly with water
  2. concentrationconcentrated in vacuo
  3. customfurther purified

Quellen und Nachweise

ORD-Eintrag
ord-b5299e0c8fbe4c7f8b8a4fdca4170803
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193164B2

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