2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine

Base Information

• Chemical Name: 2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine
• CAS No.: 329032-86-2
• Molecular Formula: C₂₉H₄₄N₆O₇Si₂
• Molecular Weight: 644.875

Synonyms:2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine

Chemical Property of 2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine

Chemical Property:

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Technology Process of 2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine

There total 2 articles about 2'-O-azidomethyl-N⁴-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine 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:

N-[1-((2R,3R,3aR,9aR)-3-Bromomethoxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide → 2'-O-azidomethyl-N4-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine (329032-86-2)

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

DOI:10.1080/15257770008045472

Reference yield:

N-benzoyl-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2′-O-[(methylthio)methyl]cytidine (139434-68-7) → 2'-O-azidomethyl-N4-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine (329032-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / 1,2-dichloro-ethane / 20 °C

2: 374 mg / LiN₃ / dimethylformamide / 0.5 h / 20 °C

With lithium azide; bromine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1080/15257770008045472

Reference yield: 84.0%

2'-O-azidomethyl-N4-benzoyl-3',5'-O-(1,1,3,3-tetraisopropyldisilox-1,3-diyl)cytidine (329032-86-2) → 2'-O-azidomethyl-N4-benzoylcytidine (329032-90-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1080/15257770008045472

upstream raw materials:

N-benzoyl-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2′-O-[(methylthio)methyl]cytidine

Downstream raw materials:

2'-O-azidomethyl-N⁴-benzoylcytidine

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