9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N⁶-benzoyladenine
• CAS No.: 294868-76-1
• Molecular Formula: C₂₇H₂₉N₅O₃
• Molecular Weight: 471.559
• Mol file: 294868-76-1.mol

Synonyms:9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N⁶-benzoyladenine

Chemical Property of 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N⁶-benzoyladenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N⁶-benzoyladenine

There total 4 articles about 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N⁶-benzoyladenine 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: 69.0%

benzoic acid anhydride (93-97-0) + 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}adenine (294868-68-1) → 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N6-benzoyladenine (294868-76-1)

Guidance literature:

With pyridine; at 20 - 40 ℃; for 36h;

DOI:10.1021/jo000276p

Reference yield:

α-(benzyloxymethyl)cyclohexanone (76886-31-2) → 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N6-benzoyladenine (294868-76-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / BuLi / tetrahydrofuran; hexane / 20 °C

2: 84 percent / m-chloroperoxybenzoic acid; NaHCO₃ / CH₂Cl₂ / 0 °C

3: 45 percent / NaH / dimethylformamide / 110 °C

4: 69 percent / pyridine / 36 h / 20 - 40 °C

With pyridine; n-butyllithium; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Epoxidation / 3: Addition / 4: Acylation;

DOI:10.1021/jo000276p

Reference yield:

4-(benzyloxymethyl)-1-oxaspiro[2,5]octane (294868-66-9) → 9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}-N6-benzoyladenine (294868-76-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / NaH / dimethylformamide / 110 °C

2: 69 percent / pyridine / 36 h / 20 - 40 °C

With pyridine; sodium hydride; In N,N-dimethyl-formamide; 1: Addition / 2: Acylation;

DOI:10.1021/jo000276p

upstream raw materials:

benzoic acid anhydride

9-{[2-(benzyloxymethyl)-1-hydroxycyclohexyl]methyl}adenine

α-(benzyloxymethyl)cyclohexanone

1-(benzyloxymethyl)-2-methylenecyclohexane

Downstream raw materials:

9-{[2-(benzyloxymethyl)cyclohex-1-en-1-yl]methyl}adenine

9-{[3-(benzyloxymethyl)cyclohex-1-en-2-yl]methyl}adenine

9-{[2-(benzyloxymethyl)-1-methylsulfonylcyclohexyl]methyl}-N⁶-benzoyladenine