N⁶-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine

Base Information

• Chemical Name: N⁶-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine
• CAS No.: 222849-02-7
• Molecular Formula: C₃₂H₂₇N₅O₇
• Molecular Weight: 593.596

Synonyms:N⁶-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine

Chemical Property of N⁶-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N⁶-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine

There total 6 articles about N⁶-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine 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: 70.0%

N6-benzoyl-9-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3',4'-O-isopropylidene-α-L-arabinopyranosyl)adenine (619275-75-1) → N6-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine (222849-02-7)

Guidance literature:

In water; acetic acid; at 40 ℃; for 48h;

DOI:10.1002/hlca.200390118

Reference yield:

N-benzoyladenine (4005-49-6) → N6-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine (222849-02-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: BSA / acetonitrile / 1.5 h / 65 °C

1.2: 84 percent / SnCl₄ / acetonitrile / 1.5 h / 65 °C

2.1: 88 percent / NaOH / methanol; H₂O / 1.25 h / -20 °C

3.1: 87 percent / TsOH*H₂O / dimethylformamide / 0.5 h / 4 °C

4.1: 76 percent / pyridine; CH₂Cl₂ / 20 °C

5.1: 70 percent / acetic acid; H₂O / 48 h / 40 °C

With benzenesulfonamide; sodium hydroxide; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/hlca.200390118

Reference yield:

9-(α-L-arabinopyranosyl)-N6-benzoyl-adenine (222848-92-2) → N6-benzoyl-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine (222849-02-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / TsOH*H₂O / dimethylformamide / 0.5 h / 4 °C

2: 76 percent / pyridine; CH₂Cl₂ / 20 °C

3: 70 percent / acetic acid; H₂O / 48 h / 40 °C

With toluene-4-sulfonic acid; In pyridine; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200390118

upstream raw materials:

N⁶-benzoyl-9-(2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-3',4'-O-isopropylidene-α-L-arabinopyranosyl)adenine

N-benzoyladenine

N⁶-benzoyl-9-(3',4'-O-isopropylidene-α-L-arabinopyranosyl)adenine

9-(α-L-arabinopyranosyl)-N⁶-benzoyl-adenine

Downstream raw materials:

N⁶-benzoyl-9-(3'-O-benzoyl-2'-O-{[(9H-fluoren-9-yl)methoxy]carbonyl}-α-L-arabinopyranosyl)adenine

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