N₂-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline

Base Information

• Chemical Name: N₂-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline
• CAS No.: 866757-12-2
• Molecular Formula: C₄₁H₃₇N₃O₆
• Molecular Weight: 667.761

Synonyms:N₂-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline

Chemical Property of N₂-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline

Chemical Property:

Purity/Quality:

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Technology Process of N₂-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline

There total 14 articles about N₂-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline 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: 55.0%

N2-benzoyl-4-(2'-deoxy-β-D-erythro-pentofuranosyl)quinazoline (866757-11-1) + 4,4'-dimethoxytrityl chloride (40615-36-9) → N2-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline (866757-12-2)

Guidance literature:

With pyridine; dmap; triethylamine; at 20 ℃; for 72h;

DOI:10.1021/jo0511445

Reference yield:

C20H17ClO6 → N2-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline (866757-12-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 68 percent / Pd₃(dba)3 / toluene / 4 h / 85 °C

2.1: 92 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 20 °C

3.1: 72 percent / HCl / 1.5 h / 50 °C

4.1: 70 percent / NaOMe / CHCl₃; methanol / 1 h / 20 °C

5.1: (CH₃)3SiCl; pyridine / 0.5 h / cooling

5.2: 78 percent / pyridine / 2.5 h / 20 °C

6.1: 55 percent / pyridine; DMAP; Et₃N / 72 h / 20 °C

With pyridine; hydrogenchloride; dmap; chloro-trimethyl-silane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; sodium methylate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; toluene; 1.1: Stille coupling;

DOI:10.1021/jo0511445

Reference yield:

C22H21ClO6 → N2-benzoyl-4-[5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-D-erythro-pentofuranosyl]quinazoline (866757-12-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 70 percent / Pd₃(dba)3 / toluene / 4 h / 85 °C

2.1: 90 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 20 °C

3.1: 75 percent / HCl / 1.5 h / 50 °C

4.1: 70 percent / NaOMe / CHCl₃; methanol / 1 h / 20 °C

5.1: (CH₃)3SiCl; pyridine / 0.5 h / cooling

5.2: 78 percent / pyridine / 2.5 h / 20 °C

6.1: 55 percent / pyridine; DMAP; Et₃N / 72 h / 20 °C

With pyridine; hydrogenchloride; dmap; chloro-trimethyl-silane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; sodium methylate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; toluene; 1.1: Stille coupling;

DOI:10.1021/jo0511445

upstream raw materials:

N₂-benzoyl-4-(2'-deoxy-β-D-erythro-pentofuranosyl)quinazoline

4,4'-dimethoxytrityl chloride

2-amino-4-(2'-deoxy-β-D-erythro-pentofuranosyl)quinazoline

(3',5'-di-O-benzoyl-2'-deoxy-β-D-erythro-pentofuranosyl)(2-aminophenyl) ketone

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