Efficient Syntheses of 2-Chloro-2'-deoxyadenosine (Cladribine) from 2'-Deoxyguanosine1

Z Janeba, P Francom, MJ Robins - The Journal of Organic …, 2003 - ACS Publications
We report efficient syntheses of the clinical agent cladribine (2-chloro-2 '-deoxyadenosine,
CldAdo), which is the drug of choice against hairy-cell leukemia and other neoplasms, from …

Conformational control in the rebeccamycin class of indolocarbazole glycosides

EJ Gilbert, JD Chisholm… - The Journal of Organic …, 1999 - ACS Publications
Indolocarbazole glycosides are balanced between two conformations: a “closed”
conformation containing a cyclic hydrogen bond between the indolocarbazole NH and the …

Anion exchange resins in phosphate form as versatile carriers for the reactions catalyzed by nucleoside phosphorylases

JN Artsemyeva, EA Remeeva… - Beilstein Journal of …, 2020 - beilstein-journals.org
In the present work, we suggested anion exchange resins in the phosphate form as a source
of phosphate, one of the substrates of the phosphorolysis of uridine, thymidine, and 1-(β-ᴅ …

Electron density distribution in cladribine (2-chloro-2′-deoxyadenosine)–A drug against leukemia and multiple sclerosis–Studied by multinuclear NQR spectroscopy …

JN Latosińska, M Latosińska, J Seliger, V Žagar… - Chemical Physics …, 2009 - Elsevier
2-Chloro-2′-deoxyadenosine (Cladribine) chemotherapeutic drug has been studied
experimentally in solid state by 35Cl NQR and NMR–NQR double resonance and …

7-Amino-1-(2-deoxy-β-erythro-pentofuranosyl)-1H-1, 2, 3-triazolo [4, 5-d] pyrimidine: an 8-azaadenine nucleoside with the nucleobase in a syn conformation

D Jiang, Y He, S Budow, Z Kazimierczuk… - … Section C: Crystal …, 2010 - journals.iucr.org
The title compound, C9H12N6O3, shows a syn-glycosylic bond orientation [χ= 64.17 (16)°].
The 2′-deoxyfuranosyl moiety exhibits an unusual C1′-exo–O4′-endo (1T0; S-type) …

A concise synthesis of isoguanine 2'-deoxyriboside and its adenine-like triplex formation when incorporated into DNA

AJ Walsh, CH Schwalbe, W Fraser - Arkivoc, 2021 - research.aston.ac.uk
A concise synthesis of 2'-deoxyisoguanosine is achieved whereby 2, 6-dichloropurine is
glycosylated using the Hoffer sugar to give a pair of beta-configured nucleoside N9/N7 …

[PDF][PDF] First synthesis of [6-15N]-cladribine using ribonucleoside as a starting material

N Sakakibara, A Kakoh, T Maruyama - Heterocycles, 2012 - kp.bunri-u.ac.jp
We have synthesized two types of [6-15N]-deoxyadenosine analogs:[6-15N]-2′-
deoxyadenosine (1) and [6-15N]-2-chloro-2′-deoxyadenosine ([6-15N]-cladribine, 2) …

X-ray structure of 2, 6-dimethoxy-7-methylpurine

A Kowalska, K Pluta, A Masślankiewicz… - Journal of chemical …, 1999 - Springer
The title compound (C 8 H 10 N 4 O 2) is monoclinic, with a= 7.740 (2), b= 17.044 (7), c=
6.992 (3) Å, β= 100.60 (1)°, and space group P 2 1/c. Two O-methyl groups are coplanar …

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N Sakakibara, I Tsukamoto, T Tsuruta, M Takata… - triggered.edina.clockss.org
We developed a novel pathway for the successful synthesis of leteprinim potassium 1, which
is one of the candidate substances for treating Alzheimer's disease, and subsequently …

Method for the preparation of 2-halo-2′-deoxyadenosine compounds from 2′-deoxyguanosine

MJ Robins, Z Janeba, P Francom - US Patent 8,466,275, 2013 - Google Patents
The present invention is a method for preparing 2-halo-6-aminopurines, and more
specifically for preparing the clinical agent cladribine (2-chloro-2′-deoxyadenosine …