2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt

Base Information

• Chemical Name: 2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt
• CAS No.: 204515-22-0
• Molecular Formula: C₂₂H₂₃N₅O₆
• Molecular Weight: 453.455
• Mol file: 204515-22-0.mol

Synonyms:2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt

Chemical Property of 2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt

There total 1 articles about 2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt 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: 76.0%

N2-acetyl-7-benzylguanine (17495-10-2) + cycl-isopropylidene cyclopropane-1,1-dicarboxylate (5617-70-9) → 2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt (204515-22-0)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 24h;

DOI:10.1080/15257779908041530

Reference yield: 2.3%

2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt (204515-22-0) → 2-[2-(guanin-9-yl)ethyl]butanoic acid (33147-25-0) + 2-[2-(guanin-9-yl)ethyl]malonic acid (234110-22-6)

Guidance literature:

2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt; With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; water; at 50 ℃; for 24h; under 760.051 Torr;

With sodium hydroxide; In methanol; at 60 ℃; for 2h; Further stages.;

DOI:10.1080/15257770600686279

Reference yield:

2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt (204515-22-0) → Penciclovir (39809-25-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: H₂; NaHCO₃ / Pd/C / methanol; H₂O / 19 h / 50 °C / 760.05 Torr

1.2: 90 percent / aq. NaOH / methanol / 2 h / 60 °C

2.1: 95 percent / thionyl chloride / 40 - 45 °C

3.1: 78 percent / sodium borohydride / propan-2-ol; H₂O / 2.5 h / 40 °C

With sodium tetrahydroborate; thionyl chloride; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; water; isopropyl alcohol;

DOI:10.1080/15257770600686279

upstream raw materials:

N²-acetyl-7-benzylguanine

cycl-isopropylidene cyclopropane-1,1-dicarboxylate

Downstream raw materials:

2-[2-(guanin-9-yl)ethyl]butanoic acid

2-[2-(guanin-9-yl)ethyl]malonic acid

Penciclovir