N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N⁴-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin

Base Information

• Chemical Name: N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N⁴-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin
• CAS No.: 103078-57-5
• Molecular Formula: C₆₄H₆₉N₈O₁₂PSi
• Molecular Weight: 1201.36
• Mol file: 103078-57-5.mol

Synonyms:

Chemical Property of N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N⁴-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N⁴-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin

There total 6 articles about N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N⁴-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin 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:

benzoyl chloride (98-88-4) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N4-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin (103078-57-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / 2.) trimethylchlorsilan / Ambient temperature; 1.) pyridine, 2 h, 2.) 2 h

2: 76 percent / N-ethyldiisopropylamine / pyridine / 3 h / Ambient temperature

3: 72 percent / N-ethyldiisopropylamin, / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) tetrazol, 2.) iodine, lutidine, water, sodiumdisulfid / 1.) THF, R_.T_., 3 h

With 1H-tetrazole; chloro-trimethyl-silane; lutidine; water; iodine; N-ethyl-N,N-diisopropylamine; sodium disulfide; In pyridine; dichloromethane;

DOI:10.1016/S0040-4020(01)96795-X

Reference yield:

4-benzoylamino-7-(2-desoxy-β-Derythro-pentofuranosyl)-7H-pyrrolo<2,3-d> yrimidin (95261-09-9) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N4-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin (103078-57-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / N-ethyldiisopropylamine / pyridine / 3 h / Ambient temperature

2: 72 percent / N-ethyldiisopropylamin, / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) tetrazol, 2.) iodine, lutidine, water, sodiumdisulfid / 1.) THF, R_.T_., 3 h

With 1H-tetrazole; lutidine; water; iodine; N-ethyl-N,N-diisopropylamine; sodium disulfide; In pyridine; dichloromethane;

DOI:10.1016/S0040-4020(01)96795-X

Reference yield:

N-(7-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)benzamide (90335-57-2) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-P-methyl-2'-desoxytubercidylyl(3'->5')-N4-benzoyl-3'-O-(tert-butylmethylsilyl)-2'-desoxytubercidin (103078-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / N-ethyldiisopropylamin, / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) tetrazol, 2.) iodine, lutidine, water, sodiumdisulfid / 1.) THF, R_.T_., 3 h

With 1H-tetrazole; lutidine; water; iodine; N-ethyl-N,N-diisopropylamine; sodium disulfide; In dichloromethane;

DOI:10.1016/S0040-4020(01)96795-X

upstream raw materials:

4-benzoylamino-3'-O-(tert-butyldimethylsilyl)-7-(2-desoxy-β-D-erythro-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin

4-benzoylamino-7-(2-desoxy-β-D-erythro-pentofuranosyl)-3'-O-(diisopropylmethylphosphoramidito)-5'-O-(4,4'-dimethoxytrityl)-7H-pyrrolo-<2,3-d>pyrimidin

4,4'-dimethoxytrityl chloride

benzoyl chloride

Downstream raw materials:

C₆₃H₆₇N₈O₁₂PSi