7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine

Base Information

• Chemical Name: 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine
• CAS No.: 261776-88-9
• Molecular Formula: C₃₉H₄₇N₇O₅
• Molecular Weight: 693.846
• Mol file: 261776-88-9.mol

Synonyms:7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine

Chemical Property of 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine

There total 7 articles about 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine 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: 81.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 7-(2-Deoxy-β-D-erythro-pentofuranosyl)-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine (261776-97-0) → 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine (261776-88-9)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1002/(SICI)1521-3765(20000117)6:2<369::AID-CHEM369>3.0.CO;2-2

Reference yield:

4-Amino-7-(2-deoxy-β-D-erythro-pentafuranosyl)-7H-imidazo[4,5-d][1,2,3]triazine (34536-05-5) → 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine (261776-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / methanol / 2 h / 20 °C

2: 81 percent / pyridine / 2 h / 20 °C

With pyridine; In methanol; 1: Condensation / 2: Etherification;

DOI:10.1002/(SICI)1521-3765(20000117)6:2<369::AID-CHEM369>3.0.CO;2-2

Reference yield:

3-(2-Deoxy-β-D-erythro-pentafuranosyl)-3H-imidazo[2,1-i]purine (68498-25-9) → 7-[2-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl]-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine (261776-88-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / aq. NaOH / 20 °C

2: 53 percent / aq. AcOH; NaNO₂ / 1 h

3: 38 percent / NBS; aq. NaOAc buffer / 20 °C / pH 4.0 - 4.5

4: 75 percent / methanol / 2 h / 20 °C

5: 81 percent / pyridine / 2 h / 20 °C

With pyridine; sodium hydroxide; N-Bromosuccinimide; NaOAc buffer; acetic acid; sodium nitrite; In methanol; 1: Ring cleavage / 2: Diazotization / 3: Ring cleavage / 4: Condensation / 5: Etherification;

DOI:10.1002/(SICI)1521-3765(20000117)6:2<369::AID-CHEM369>3.0.CO;2-2

upstream raw materials:

4,4'-dimethoxytrityl chloride

7-(2-Deoxy-β-D-erythro-pentofuranosyl)-4-{[(di-n-butylamino)methylidene]amino}-7H-imidazo[4,5-d][1,2,3]triazine

4-Amino-7-(2-deoxy-β-D-erythro-pentafuranosyl)-7H-imidazo[4,5-d][1,2,3]triazine

3-(2-Deoxy-β-D-erythro-pentafuranosyl)-3H-imidazo[2,1-i]purine