2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one,2,3-dihydro-3-(hydroxymethyl)-8-methyl-, (2R,3R,5R)-

Names

[ Name ]:
2,5-Methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one,2,3-dihydro-3-(hydroxymethyl)-8-methyl-, (2R,3R,5R)-

[Synonym ]:
2,3'-Anhydro-D-thymidine
Anhydrothymidine
2,3'-O-Cyclothymidine
5-methyl-2'-deoxy-2,3'-anhydrouridine
threo-2,3'-anhydro-thymidine
O2,3'-Cyclothymidine

Chemical & Physical Properties

[ Density]:
1.72g/cm3

[ Boiling Point ]:
381.8ºC at 760mmHg

[ Melting Point ]:
246-247ºC

[ Molecular Formula ]:
C₁₀H₁₂N₂O₄

[ Molecular Weight ]:
224.21

[ Flash Point ]:
184.7ºC

[ Exact Mass ]:
208.08500

[ PSA ]:
64.35000

[ Vapour Pressure ]:
2.12E-07mmHg at 25°C

[ Index of Refraction ]:
1.735

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Articles

[3'-(Tetrazol-2''-yl-3'-deoxythymidine and its 5''-substituted form: synthesis and conformation in the crystalline state. Substrate properties of 3'-(tetrazol-2''-yl)-3'-deoxythymidine-5'-triphosphate in relation to DNA polymerases].

Bioorg. Khim. 21 , 49-54, (1995)

5''-Derivatives of 3'-(tetrazole-2''-yl)-3'-deoxythymidines were synthesized by interaction of 5'-benzoyl-2',3'-anhydrothymidine with tetrazole or its 5-derivatives followed by debenzoylation. Structu...

Study on disulfur-backboned nucleic acids: part 3. Efficient synthesis of 3',5'-dithio-2'-deoxyuridine and deoxycytidine.

Nucleosides Nucleotides Nucleic Acids 27 , 1272-1281, (2008)

A general method is described for synthesizing 3',5'-dithio-2'-deoxypyrimidine nucleosides 6 and 13 from normal 2'-deoxynucleosides. 2,3'-Anhydronucleosides 2 and 9 are applied as intermediates in the...

2-[(5-chloro-1-methyl-1H-1,3-benzodiazol-2-yl)sulfanyl]-N-(1-cyano-1,2-dimethylpropyl)propanamide
2-(5-chloro-1-methylbenzimidazol-2-yl)sulfanyl-N-(cyanomethyl)-N-phenylacetamide
3-Chloro-1-(3-hydroxypiperidin-1-yl)propan-1-one
2-(Cyclopropylamino)-1-(pyrrolidin-1-yl)propan-1-one
tert-Butyl 5-(6-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate
(2E)-3-[4-(I(2)-D-Glucopyranosyloxy)-3,5-dimethoxyphenyl]-2-propen-1-yl I(2)-D-glucopyranoside
Ethyl 3-chloro-2-hydroxypyridine-4-carboxylate
3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[2-(methoxymethyl)phenyl]propanamide
2-Methyl-4-[(5-methyl-2-pyridinyl)oxy]benzenamine
Benzo[c][1,2,5]thiadiazol-5-yl(4-(5-(5-isopropyl-1,2,4-oxadiazol-3-yl)pyridin-2-yl)piperazin-1-yl)methanone

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