N⁶-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine

Base Information

• Chemical Name: N⁶-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine
• CAS No.: 233266-02-9
• Molecular Formula: C₆₀H₅₅N₅O₅
• Molecular Weight: 926.127

Synonyms:N⁶-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine

Chemical Property of N⁶-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N⁶-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine

There total 1 articles about N⁶-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}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: 42.0%

(R)-methoxyphenylacetic acid (3966-32-3) + (1S,2R,5R)-5-(6-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-purin-9-yl)-2-trityloxymethyl-cyclohexanol → N6-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine (233266-02-9) + N6-Monomethoxytrityl-9-{(1S,3R,4S)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine (233266-03-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

N6-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine (233266-02-9) → N6-Benzoyl-9-[(1S,3R,4S)-4-(monomethoxytrityl)oxymethyl-3-hydroxycyclohexanyl]adenine (233266-15-4)

Guidance literature:

Multi-step reaction with 6 steps

1: KOH / methanol / 0.5 h

2: AcOH; H₂O / 50 °C

3: pyridine / 1 h / 0 °C

4: pyridine / 2 h / 20 °C

5: NH₃; H₂O / methanol / 0.5 h

6: pyridine / 2 h / 20 °C

With pyridine; potassium hydroxide; ammonia; water; acetic acid; In methanol; 1: deacylation / 2: detritylation / 3: Substitution / 4: Acylation / 5: desilylation / 6: Substitution;

Reference yield:

N6-Monomethoxytrityl-9-{(1R,3S,4R)-4-trityloxymethyl-3-[(R)-(O-methylmandelyl)oxy]cyclohexanyl}adenine (233266-02-9) → N6-Benzoyl-9-[(1R,3S,4R)-4-(monomethoxytrityl)oxymethyl-3-hydroxycyclohexanyl]adenine (233266-13-2)

Guidance literature:

Multi-step reaction with 6 steps

1: KOH / methanol / 0.5 h

2: AcOH; H₂O / 50 °C

3: pyridine / 1 h / 0 °C

4: pyridine / 2 h / 20 °C

5: NH₃; H₂O / methanol / 0.5 h

6: pyridine / 2 h / 20 °C

With pyridine; potassium hydroxide; ammonia; water; acetic acid; In methanol; 1: deacylation / 2: detritylation / 3: Substitution / 4: Acylation / 5: desilylation / 6: Substitution;

upstream raw materials:

(R)-methoxyphenylacetic acid

Downstream raw materials:

9-[(1R,4S,5R)-3-hydroxy-4-hydroxymethylcyclohexanyl]adenine

N⁶-Benzoyl-9-[(1R,3S,4R)-4-hydroxymethyl-3-hydroxycyclohexanyl]adenine

N⁶-Benzoyl-9-[(1S,3R,4S)-4-(monomethoxytrityl)oxymethyl-3-hydroxycyclohexanyl]adenine

N⁶-Benzoyl-9-[(1R,3S,4R)-4-(monomethoxytrityl)oxymethyl-3-hydroxycyclohexanyl]adenine

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