1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine

Base Information

• Chemical Name: 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine
• CAS No.: 121336-21-8
• Molecular Formula: C₃₀H₂₇N₃O₄
• Molecular Weight: 493.562
• Mol file: 121336-21-8.mol

Synonyms:1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine

Chemical Property of 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine

There total 8 articles about 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine 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: 63.0%

(2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-2,5-dihydro-furan-3-carbonitrile (121336-20-7) → 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine (118188-69-5) + 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine (121336-21-8)

Guidance literature:

With triethylsilane; Wilkinson's catalyst; In acetonitrile; at 50 ℃;

DOI:10.3987/COM-88-4708

Reference yield: 59.0%

tert-butylisonitrile (119072-55-8,7188-38-7) + 1-(3'-iodo-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine (25442-44-8) → 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine (121336-21-8) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); hexamethyldistannane; In toluene; at 70 ℃; for 24h;

DOI:10.1002/jhet.5570290606

Reference yield: 6.0%

tert-butylisonitrile (119072-55-8,7188-38-7) + 1-(3'-iodo-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine (25442-44-8) → 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine (118188-69-5) + 1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-threo-pentofuranosyl)thymine (121336-21-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); hexamethyldistannane; In toluene; at 70 ℃; for 24h;

DOI:10.1002/jhet.5570290606

upstream raw materials:

tert-butylisonitrile

1-(3'-iodo-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine

(2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-2,5-dihydro-furan-3-carbonitrile

1-(2,3-epoxy-5-O-trityl-β-D-lyxo-pentofuranosyl)thymine

Downstream raw materials:

1-(3'-cyano-2',3'-dideoxy-5'-O-trityl-β-D-erythro-pentofuranosyl)thymine

1-(3'-C-cyano-2',3'-dideoxy-β-D-threo-pentofuranosyl)thymine

1-(3'-C-cyano-2',3'-dideoxy-β-D-erythro-pentofuranosyl)thymine