6979-97-1

Basic information

• Product Name: 3',5'-DIACETYLTHYMIDINE
• Synonyms: DIACETYL THYMIDINE;3',5'-DIACETYLTHYMIDINE;3',5'-DI-O-ACETYL-THYMIDINE;1'(2'-DEOXY-3',5'-DI-O-ACETYL-BETA-D-RIBOFURANOSYL)THYMINE;Thymidine, 3',5'-diacetate;3',5'-DIACETYLTHYMIDINE, 99+%;1-(3-O,5-O-Diacetyl-2-deoxy-β-D-ribofuranosyl)-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;3'-O,5'-O-Diacetylthymidine
• CAS NO: 6979-97-1
• Molecular Formula: C14H18N2O7
• Molecular Weight: 326.3
• EINECS: 230-244-5
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines
• Mol File: 6979-97-1.mol
• Article Data: 47

Chemical Properties

• Melting Point: 126-128 °C(lit.)
• Boiling Point: 463.51°C (rough estimate)
• Appearance: white crystalline powder
• Density: 1.2368 (rough estimate)
• Refractive Index: 1.5080 (estimate)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 3',5'-DIACETYLTHYMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3',5'-DIACETYLTHYMIDINE(6979-97-1)
• EPA Substance Registry System: 3',5'-DIACETYLTHYMIDINE(6979-97-1)

Safety Data

• Hazardous Substances Data: 6979-97-1(Hazardous Substances Data)

Usage

Chemical Properties

white crystals or crystalline powder

Synthetic route

acetic anhydride (108-24-7) + thymidine (50-89-5) → 3',5'-Diacetylthymidine (6979-97-1)

Conditions	Yield
With pyridine

3',5'-Diacetylthymidine (6979-97-1) → O5'-acetyl-thymidine (35898-31-8) + 3'-acetylthymidine (21090-30-2)

Conditions	Yield
With protease N In aq. phosphate buffer; acetonitrile at 20℃; for 24h; Reagent/catalyst; Enzymatic reaction;	A 6% B 74%

3',5'-Diacetylthymidine (6979-97-1) → 1-(2-Deoxy-3,5-di-O-acetyl-β-D-ribofuranosyl)-4-chloro-5-methyl-2(1H)-pyrimidinone (91290-54-9)

Conditions	Yield
With thionyl chloride In chloroform; N,N-dimethyl-formamide for 1.5h; Heating;	160 mg

3',5'-Diacetylthymidine (6979-97-1) → 5-methyldeoxycytidine (838-07-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: 160 mg / SOCl2 / CHCl3; dimethylformamide / 1.5 h / Heating 2: 0.5N NaOH / H2O / 1 h / 40 °C 3: NH3 / methanol / 36 h / 50 °C View Scheme

3',5'-Diacetylthymidine (6979-97-1) → thymidine (50-89-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: 160 mg / SOCl2 / CHCl3; dimethylformamide / 1.5 h / Heating 2: 0.5N NaOH / H2O / 1 h / 40 °C View Scheme

3',5'-Diacetylthymidine (6979-97-1) → 1-(2-Deoxy-3,5-di-O-acetyl-β-D-ribofuranosyl)-4-ethoxy-5-methyl-2(1H)-pyrimidinone

Conditions	Yield
Multi-step reaction with 2 steps 1: 160 mg / SOCl2 / CHCl3; dimethylformamide / 1.5 h / Heating 2: 0.25 h / Heating View Scheme

Upstream product

• 108-24-7 acetic anhydride 
• 50-89-5 thymidine 
• 92447-15-9 4-O-phenylthymidine 
• 105075-74-9 5-methyl-6-phenylthio-3',5'-O-(tetraisopropyldisiloxan-1,3-diyl)-2'-deoxyuridine 
• 21090-30-2 3'-O-acetylthymidine 
• 86520-63-0 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate 
• 67-56-1 methanol 
• 20188-74-3 3',5'-di-O-acetyl-4-thiothymidine 
• 64-17-5 ethanol 
• 109-78-4 3-Hydroxypropionitrile 
• 58589-18-7 3',5'-di-O-acetyl-5-bromomethyl-2'-deoxyuridine 
• 452-51-7 D-2-deoxyribose 
• 4594-52-9 1,3,5-tri-O-acetyl-2-deoxyribose 
• 64-19-7 acetic acid 

Downstream Products

• 59495-22-6 O⁴-ethyl-2'-deoxythymidine 
• 50-89-5 thymidine 
• 1342261-66-8 N₄-(3-prop-2-ynyloxypropyl)-5-methyl-2'-deoxycytidine 
• 7481-90-5 3',4'-anhydrothymidine 
• 3056-17-5 stavudin 
• 942218-74-8 C₄₁H₄₁N₃O₁₂ 
• 942218-71-5 C₅₀H₅₈N₅O₁₃P 
• 938183-67-6 2'-deoxy-5'-O-dimethoxytrityl-3-(2'-oxopropyl)thymidine 
• 119680-05-6 3',5'-Di-O-acetyl-4-O-<(2,4,6-triisopropylphenyl)sulfonyl>thymidine 

Relevant articles and documents

SYNTHESIS AND IMPROVEMENT OF A NUCLEOSIDE ANALOGUE AS AN ANTI-CANCER AND ANTI-VIRAL DRUG

The invention is a drug for anticancer and antiviral therapy, comprising a nucleoside analogue (7) comprising a furan ring irreversibly bound to the RNA/DNA synthesis chain by phosphodiester bonds and having SP3 hybridization, and folic acid (A) bound to the nucleoside analogue (7) comprising furan ring. The synthesis method of the said nucleoside analogue is also contained within the scope of the invention. In this work, a nucleoside-analogue was transformed after converting the furan-ring hybridization from Sp2 to Sp3 to make it more selectivity with different enzymes and linking it via site 5 with the effective folic acid towards entering the substances inside the cells and to become the final compound possessing anti-cancer and anti- virus properties after controlling the replication and reproduction process in DNA.

4 - Thiodeoxythymidine derivative and anti-hepatitis B virus pharmaceutical application thereof

4 - Thio-deoxythymidine derivatives and anti-hepatitis B virus pharmaceutical applications thereof are disclosed. The invention provides 4 - thiodeoxythymidine derivative or a pharmaceutically acceptable salt thereof, and the structure is shown in structural formula I or structural formula II. An in-vitro cytotoxicity test and an in-vitro anti HBV virus pharmacodynamic test proves 4 - thiodeoxythymidine derivative or a pharmaceutically acceptable salt thereof has anti HBV activity, has an anti-hepatitis B drug development prospect and provides a potential choice for treating viral hepatitis.

Light-Induced Formation of Thymine-Containing Mercury(II)-Mediated Base Pairs

By applying caged thymidine residues, DNA duplexes were created in which HgII-mediated base pair formation can be triggered by irradiation with light. When a bidentate ligand was used as the complementary nucleobase, an unprecedented stepwise formation of different metal-mediated base pairs was achieved.