N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide

Base Information

• Chemical Name: N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide
• CAS No.: 194652-95-4
• Molecular Formula: C₂₇H₂₇N₃O₈
• Molecular Weight: 521.527
• Mol file: 194652-95-4.mol

Synonyms:

Chemical Property of N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide

There total 7 articles about N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide 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:

3'-O-(tert-butyldimethylsilyl)-4'-(hydroxymethyl)-thymidine (139887-99-3) → N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide (194652-95-4)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / Ambient temperature

2: Bu₄NF / tetrahydrofuran / 4 h / 40 °C

3: pyridine

4: 80percent aq. AcOH / 0.25 h / Heating

5: 82 percent / PDC / dimethylformamide / Ambient temperature

6: dimethylformamide / 1 h / Ambient temperature

7: dimethylformamide

With pyridine; dipyridinium dichromate; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1135/cccc19971128

Reference yield:

1-(3-O-Benzoyl-4-C-benzoyloxymethyl-2-deoxy-α-L-threo-pentofuranosyl)thymine (194652-85-2) → N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide (194652-95-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / PDC / dimethylformamide / Ambient temperature

2: dimethylformamide / 1 h / Ambient temperature

3: dimethylformamide

With dipyridinium dichromate; In N,N-dimethyl-formamide;

DOI:10.1135/cccc19971128

Reference yield:

1-((2R,4S,5S)-4-Hydroxy-5-hydroxymethyl-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione (194652-84-1) → N,N-Dimethyl-3',5'-di-O-benzoylthymidine-4'-carboxamide (194652-95-4)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine

2: 80percent aq. AcOH / 0.25 h / Heating

3: 82 percent / PDC / dimethylformamide / Ambient temperature

4: dimethylformamide / 1 h / Ambient temperature

5: dimethylformamide

With pyridine; dipyridinium dichromate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1135/cccc19971128

upstream raw materials:

dimethyl amine

3'-O-(tert-butyldimethylsilyl)-4'-(hydroxymethyl)-thymidine

1-(3-O-Benzoyl-4-C-benzoyloxymethyl-2-deoxy-α-L-threo-pentofuranosyl)thymine

(2R,3S,5R)-3-Benzoyloxy-2-benzoyloxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid