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A4044

Sigma-Aldrich

2,3′-Anhydrothymidine

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500 MG
$583.00

$583.00

Estimated to ship onMarch 29, 2025

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500 MG
$583.00

About This Item

Empirical Formula (Hill Notation):
C10H12N2O4
CAS Number:
15981-92-7
Molecular Weight:
224.21
MDL number:
MFCD00233554
UNSPSC Code:
41106305
PubChem Substance ID:
329770848
NACRES:
NA.51

$583.00

Estimated to ship onMarch 29, 2025

Assay

≥97% (TLC)

Quality Level

100

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLBB0110V
100M1167
070M1247
128K1077
048K1891

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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
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
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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