Thymidine, 3'-(4-oxopentanoate)

Base Information

• Chemical Name: Thymidine, 3'-(4-oxopentanoate)
• CAS No.: 78635-98-0
• Molecular Formula: C15H20N2O7
• Molecular Weight: 340.333
• Mol file: 78635-98-0.mol

Synonyms:

Chemical Property of Thymidine, 3'-(4-oxopentanoate)

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thymidine, 3'-(4-oxopentanoate)

There total 2 articles about Thymidine, 3'-(4-oxopentanoate) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

3',5'-di-O-levulinylthymidine (440327-37-7) → 3'-O-levulinoylthymidine (78635-98-0) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With Candida antarctica lipase B; phosphate buffer; In 1,4-dioxane; at 40 ℃; for 24h; pH=7;

DOI:10.1021/jo020080k

Reference yield: 28.0%

O3'-(4-oxo-pentanoyl)-O5'-trityl-thymidine (55727-19-0) → triphenylmethyl alcohol (76-84-6) + 3'-O-levulinoylthymidine (78635-98-0) + 1-((2R,3aS,10aR)-8-Hydroxy-8-methyl-5-oxo-octahydro-1,4,9-trioxa-cyclopentacyclononen-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:

With diisobutylaluminum chloride; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)87418-3

Reference yield: 100.0%

3'-O-levulinoylthymidine (78635-98-0) + 5'-(4,4'-dimethoxytrityl)-N4-benzoyl-2'-deoxycytidine-3'-H-phosphonate (110237-98-4) → C52H54N5O15P (656249-61-5)

Guidance literature:

With polystyrene-supported acyl chloride; In pyridine; dichloromethane; for 1h;

DOI:10.1002/ejoc.200500547

upstream raw materials:

O^3'-(4-oxo-pentanoyl)-O^5'-trityl-thymidine

3',5'-di-O-levulinylthymidine

Downstream raw materials:

C₄₆H₅₂N₇O₁₄P

4-Oxo-pentanoic acid (2R,3S,5R)-2-[(benzotriazol-1-yloxy)-(2-chloro-phenoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

C₃₇H₄₃N₆O₁₆P

4-Oxo-pentanoic acid (2R,3S,5R)-2-(2-benzenesulfonyl-ethoxycarbonyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Refernces

• 1、 Koester, H.,Sinha, N. D.. "DIALKYL ALUMINIUM CHLORIDE: A REAGENT FOR REMOVAL OF TRITYL GROUP FROM TRITYL ETHERS OF DEOXYNUCLEOSIDES, DEOXYNUCLEOTIDES, AND OLIGODEOXYNUCLEOTIDES". . p. 2641 - 2644. Retrieved 2007/10/02.