5'-O-TRITYL-2',3'-DEHYDROTHYMIDINE

Base Information

• Chemical Name: 5'-O-TRITYL-2',3'-DEHYDROTHYMIDINE
• CAS No.: 5964-41-0
• Molecular Formula: C29H26N2O4
• Molecular Weight: 466.536
• Mol file: 5964-41-0.mol

Synonyms:5'-O-TRITYL-2',3'-DEHYDROTHYMIDINE;5-methyl-1-(5-trityloxymethyl-2,5-dihydro-furan-2-yl)-1H-pyrimidine-2,4-dione;2',3'-Dehydro-5'-O-trityl-D-thymidine;2,3-DIDEHYDRO-3-DEOXY-5-O-(TRIPHENYLMETHYL)-THYMIDINE(KEY INTERMEDIATE OF ZIDOVUDINE:AZT)

Chemical Property of 5'-O-TRITYL-2',3'-DEHYDROTHYMIDINE

Chemical Property:

• Refractive Index: 1.616
• PSA: 73.32000
• Density: 1.24g/cm³
• LogP: 4.30730
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

98%Min ^*data from raw suppliers

5’-O-Trityl-2’,3’-dehydrothymidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5’-O-Trityl-2’,3’-dehydrothymidine (cas# 5964-41-0) is a compound useful in organic synthesis.

Technology Process of 5'-O-TRITYL-2',3'-DEHYDROTHYMIDINE

There total 23 articles about 5'-O-TRITYL-2',3'-DEHYDROTHYMIDINE 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: 90.0%

5-methyl-5'-O-(triphenylmethyl)uridine 2',3'-bis(methanesulfonate) (124493-84-1) → 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl-5-O-trityl)thymine (5964-41-0)

Guidance literature:

With lithium telluride; In tetrahydrofuran; for 48h; Ambient temperature;

DOI:10.1039/c39930000923

Reference yield: 79.0%

1-{1-[1-(trityloxymethyl)prop-2-enyloxy]prop-2-enyl}thymine (444786-36-1) → 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl-5-O-trityl)thymine (5964-41-0)

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; at 35 ℃;

DOI:10.1016/S0040-4020(02)01661-7

Reference yield: 61.0%

3'-α-(phenylselenyl)-5'-O-trityl-3'-deoxythymidine (131933-43-2) → 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl-5-O-trityl)thymine (5964-41-0)

Guidance literature:

With dihydrogen peroxide; acetic acid; In tetrahydrofuran; 1) 0 deg C, 0.25 h, 2) warm to RT over 1 h;

DOI:10.1021/jo00006a037

upstream raw materials:

propylamine

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-threo-pentofuranosyl)thymine

5-methyl-5'-O-(triphenylmethyl)uridine 2',3'-bis(methanesulfonate)

3'-α-(phenylselenyl)-5'-O-trityl-3'-deoxythymidine

Downstream raw materials:

(5R,6R)-2,2'-anhydro-5-bromo-1-(3'-bromo-3'-deoxy-5'-O-trityl-β-D-arabinofuranosyl)-6-methoxy-5,6-dihydrothymine

(5S,6S)-2,2'-anhydro-5-bromo-1-(3'-bromo-3'-deoxy-5'-O-trityl-β-D-arabinofuranosyl)-6-methoxy-5,6-dihydrothymine

2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)thymine

2,2'-anhydro-1-(3'-deoxy-3'-bromo-5'-O-trityl-β-D-arabinofuranosyl)-(5R,6R)-trans-5-bromo-6-hydroxy-5,6-dihydrothymine