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

Base Information

• Chemical Name: N₄-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine
• CAS No.: 1417713-33-7
• Molecular Formula: C₂₃H₃₄N₄O₄Si
• Molecular Weight: 458.633

Synonyms:N₄-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine

Chemical Property of N₄-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine

Chemical Property:

Purity/Quality:

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Technology Process of N₄-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine

There total 2 articles about N₄-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine 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: 90.0%

C23H32N6O4Si → N4-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine (1417713-33-7)

Guidance literature:

With hydrogen sulfide; triethylamine; In pyridine; at 0 - 20 ℃; for 0.666667h;

DOI:10.1016/j.tet.2012.11.028

Reference yield:

3'-azido-5'-O-(tert-butyldimethylsilyl)-5-methyl-2',3'-dideoxycytidine → N4-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine (1417713-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 14 h / 0 - 20 °C

2: triethylamine; hydrogen sulfide / pyridine / 0.67 h / 0 - 20 °C

With hydrogen sulfide; triethylamine; In pyridine;

DOI:10.1016/j.tet.2012.11.028

Reference yield: 78.0%

N4-benzoyl-5-methyl-3'-amino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine (1417713-33-7) + trityl chloride (76-83-5) → N4-benzoyl-5-methyl-3'-tritylamino-5'-O-(tert-butyldimethylsilyl)-2',3'-dideoxycytidine (195375-49-6)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 8h;

DOI:10.1016/j.tet.2012.11.028

Downstream raw materials:

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

N-{1-[(2R,4S,5S)-5-Hydroxymethyl-4-(trityl-amino)-tetrahydro-furan-2-yl]-5-methyl-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

(1'R, 3'S, 4'S)-2',3'-dideoxy-3'-tritylamino-N⁴-benzoyl-5-methylcytidin-4'-carboxylic acid

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