1-(β-D-ribopyranosyl)thymine

Base Information

• Chemical Name: 1-(β-D-ribopyranosyl)thymine
• CAS No.: 5115-03-7
• Molecular Formula: C₁₀H₁₄N₂O₆
• Molecular Weight: 258.231
• Mol file: 5115-03-7.mol

Synonyms:1-(β-D-ribopyranosyl)thymine

Chemical Property of 1-(β-D-ribopyranosyl)thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(β-D-ribopyranosyl)thymine

There total 1 articles about 1-(β-D-ribopyranosyl)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:

D-ribose (50-69-1) + thymin (65-71-4,28806-14-6,691841-57-3) → 1-(β-D-ribopyranosyl)thymine (5115-03-7) + 5-Methyluridine (1463-10-1,642082-80-2)

Guidance literature:

thymin; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 0.25h; Inert atmosphere;

D-ribose; With tributylphosphine; di-isopropyl azodicarboxylate; In acetonitrile; at 0 - 20 ℃; for 12 - 16h; Overall yield = 41 %; Overall yield = 99 mg; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02332

Reference yield:

benzoyl chloride (98-88-4) + 1-(β-D-ribopyranosyl)thymine (5115-03-7) → N3-benzoyl-1-(2'-O-benzoyl-β-D-ribopyranosyl)thymine (245074-25-3)

Guidance literature:

1-(β-D-ribopyranosyl)thymine; With p-Anisaldehyde dimethyl acetal; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 55 ℃; under 24.752 Torr;

benzoyl chloride; With dmap; In pyridine; at 20 ℃; for 16h;

With trifluoroacetic acid; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

DOI:10.1002/hlca.200390349

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) + 1-(β-D-ribopyranosyl)thymine (5115-03-7) → 1-{3',4'-endo-O-[(4-methoxyphenyl)methylidene]-β-D-ribopyranosyl}thymine + 1-{3',4'-exo-O-[(4-methoxyphenyl)methylidene]-β-D-ribopyranosyl}thymine + 1-{2',3'-endo-O-[(4-methoxyphenyl)methylidene]-β-D-ribopyranosyl}thymine + 1-{2',3'-exo-O-[(4-methoxyphenyl)methylidene]-β-D-ribopyranosyl}thymine

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 55 ℃; for 1.25h; under 22.5018 Torr; Title compound not separated from byproducts;

DOI:10.1002/hlca.200390349

upstream raw materials:

D-ribose

thymin

Downstream raw materials:

N³-benzoyl-1-(2'-O-benzoyl-β-D-ribopyranosyl)thymine

1-{3'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

N³-benzoyl-1-{2'-O-benzoyl-4'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-β-D-ribopyranosyl}thymine

Refernces