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Merck
CN

A4044

Sigma-Aldrich

2,3′-Anhydrothymidine

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About This Item

经验公式(希尔记法):
C10H12N2O4
CAS号:
分子量:
224.21
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

检测方案

≥97% (TLC)

质量水平

形式

powder

溶解性

methanol: 50 mg/mL, clear, colorless to faintly yellow

储存温度

−20°C

SMILES字符串

CC1=C[N@@H]2[C@H]3C[C@@H](OC2=NC1=O)[C@@H](CO)O3

InChI

1S/C10H12N2O4/c1-5-3-12-8-2-6(7(4-13)15-8)16-10(12)11-9(5)14/h3,6-8,13H,2,4H2,1H3/t6-,7-,8-/m1/s1

InChI key

JCSNHEYOIASGKU-BWZBUEFSSA-N

应用

2,3′-Anhydrothymidine may be derivitized to 5′-benzoyl-2′,3′-anhydrothymidine for use in the synthesis of 5′-Derivatives of 3′-(tetrazole-2′-yl)-3′-deoxythymidines. 2,3′-Anhydrothymidine may be contacted with thioacetic acid to produce 3′-S-acetyl-3′-thio-2′-deoxynucleosides.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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V A Ostrovskiĭ et al.
Bioorganicheskaia khimiia, 21(1), 49-54 (1995-01-01)
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. Structures of two of them, 3'-(tetrazole-2''-yl)-3'-deoxythymidine and 3'-(5''-methyltetrazole-2''-yl)-3'-deoxythymidine, elucidated by X-ray analysis, revealed anti conformation of thymine about the glycosidic bond and 2'-endo-3'-exo-conformation
Peihua Shang et al.
Nucleosides, nucleotides & nucleic acids, 27(12), 1272-1281 (2008-11-13)
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 process to reverse the conformation of 3'-position on sugar rings. The intramolecular rings of 2,3'-anhydrothymidine
Maren Schulze et al.
Methods in molecular biology (Clifton, N.J.), 329, 45-58 (2006-07-19)
The in vitro differentiation of mouse embryonic stem (ES) cells into different somatic cell types such as neurons, endothelial cells, or myocytes is well established, and many mouse ES cell lines have been created so far. The establishment of rat

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