N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate

Base Information

• Chemical Name: N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate
• CAS No.: 142068-18-6
• Molecular Formula: C₁₈H₂₀N₃O₇P
• Molecular Weight: 421.346
• Mol file: 142068-18-6.mol

Synonyms:N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate

Chemical Property of N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate

There total 6 articles about N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate 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:

Phosphorous acid (2S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester dimethyl ester → N4-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate (142068-18-6)

Guidance literature:

With pyridine; iodine; In tetrahydrofuran; at -45 - -25 ℃; for 0.5h; Yield given;

DOI:10.1021/jm00093a003

Reference yield:

N4-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine (123413-57-0) → N4-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate (142068-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole, pyridine / CH₂Cl₂ / 3 h

2: aq. I₂, pyridine / tetrahydrofuran / 0.5 h / -45 - -25 °C

With pyridine; 1H-tetrazole; iodine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00093a003

Reference yield:

N4-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxycytidine (142068-16-4) → N4-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine 5'-dimethyl phosphate (142068-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

2: 1H-tetrazole, pyridine / CH₂Cl₂ / 3 h

3: aq. I₂, pyridine / tetrahydrofuran / 0.5 h / -45 - -25 °C

With pyridine; 1H-tetrazole; tetrabutyl ammonium fluoride; iodine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00093a003

upstream raw materials:

N⁴-benzoyl-2',3'-didehydro-2',3'-dideoxycytidine

N⁴-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxycytidine

N⁴-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>cytidine

N⁴-benzoyl-5'-O-(tert-butyldimethylsilyl)cytidine

Refernces