6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine

Base Information

• Chemical Name: 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine
• CAS No.: 249757-31-1
• Molecular Formula: C₃₈H₃₃ClN₄O₄
• Molecular Weight: 645.157
• Mol file: 249757-31-1.mol

Synonyms:6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine

Chemical Property of 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine

There total 4 articles about 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine 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: 83.0%

tetraphenyltin(IV) (595-90-4) + 6-chloro-8-iodo-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)purine (249757-30-0) → 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine (249757-31-1)

Guidance literature:

With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 110 ℃; for 15h;

DOI:10.1021/jo9906577

Reference yield:

6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine (39824-26-5) → 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine (249757-31-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 20 h / Heating

2: 90 percent / LDA; I₂ / tetrahydrofuran / 0.08 h / -70 °C

3: 83 percent / CuI / (Ph₃P)2PdCl₂ / dioxane / 15 h / 110 °C

With copper(l) iodide; iodine; triethylamine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1: Substitution / 2: Iodination / 3: Phenylation;

DOI:10.1021/jo9906577

Reference yield:

trityl chloride (76-83-5) → 6-chloro-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-phenylpurine (249757-31-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 20 h / Heating

2: 90 percent / LDA; I₂ / tetrahydrofuran / 0.08 h / -70 °C

3: 83 percent / CuI / (Ph₃P)2PdCl₂ / dioxane / 15 h / 110 °C

With copper(l) iodide; iodine; triethylamine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1: Substitution / 2: Iodination / 3: Phenylation;

DOI:10.1021/jo9906577

upstream raw materials:

tetraphenyltin(IV)

6-chloro-8-iodo-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)purine

trityl chloride

6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine