Thermolytic Carbonates for Potential 5′-Hydroxyl Protection of Deoxyribonucleosides

Journal of Organic Chemistry

Volumn 68, Issue 26, 2003, Pages 10003-10012

  Chmielewski, Marcin K ^a   Marchán, Vicente ^a   Cieślak, Jacek ^c   Grajkowski, Andrzej ^a   Livengood, Victor ^b   Münch, Ursula ^d   Wilk, Andrzej ^e   Beaucage, Serge L ^a  

^a CENTER FOR BIOLOGICS EVALUATION AND RESEARCH   (United States)

^b NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

^c INSTITUTE OF BIOORGANIC CHEMISTRY   (Poland)

^d Fluka Production GmbH   (Switzerland)

^e UNITED STATES PHARMACOPEIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CARBONATES; ESTERS; PHOSPHATES; PYROLYSIS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

BUFFERS; DEPROTECTION;

NUCLEIC ACIDS;

2 (2 PYRIDYL)AMINO 1 PHENYLETHYL DERIVATIVE; 2 [N METHYL N (2 PYRIDYL)]AMINOETHYL DERIVATIVE; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; DEOXYRIBONUCLEOSIDE; DIOXANE; DIOXANE DERIVATIVE; HYDROXYL GROUP; PHOSPHATE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; HEAT SENSITIVITY; KINETICS; REACTION ANALYSIS; SOLID; SYNTHESIS; TEMPERATURE;

CARBONATES; CYCLIZATION; DEOXYRIBONUCLEOSIDES; HEAT; HYDROXYLATION; STEREOISOMERISM; THYMINE NUCLEOTIDES;

EID: 0347623390     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035089g     Document Type: Article

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52. Given the thermolytic properties of these carbonates it is recommended to remove the solvent without external source of heat to prevent premature 5′-O-deprotection.