N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine

Base Information

• Chemical Name: N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine
• CAS No.: 1415666-54-4
• Molecular Formula: C₄₁H₃₄BrClN₆O₆
• Molecular Weight: 822.115

Synonyms:N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine

Chemical Property of N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine

Chemical Property:

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Technology Process of N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine

There total 1 articles about N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine 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:

4-amino-7-chloro-1-(2-deoxy-3,5-di-O-triisopropylsilyl-β-D-ribofuranosyl)imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine (597551-27-4) → N4-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine (1415666-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C

1.2: 0.17 h / 0 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.67 h / 0 - 25 °C

3.1: triethylamine / N,N-dimethyl-formamide / 22 h / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.10.035

Reference yield: 58.0%

N4-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine (1415666-54-4) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N4-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine 2-cyanoethyl N,N'-diisopropylphosphoramidite (1415666-55-5)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmc.2012.10.035

upstream raw materials:

4-amino-7-chloro-1-(2-deoxy-3,5-di-O-triisopropylsilyl-β-D-ribofuranosyl)imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine

Downstream raw materials:

N⁴-p-bromobenzoylamino-7-chloro-1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]imidazo[5',4':4,5]pyrido[2,3-d]pyrimidine 2-cyanoethyl N,N'-diisopropylphosphoramidite

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