3'-DA CEP

Base Information

• Chemical Name: 3'-DA CEP
• CAS No.: 207347-42-0
• Molecular Formula: C47H52 N7 O7 P
• Molecular Weight: 857.93
• Hs Code.: 29389090
• Mol file: 207347-42-0.mol

Synonyms:3’-DA CEP;N6-BENZOYL-5’-O-(4,4’-DIMETHOXYTRITYL)-3’-DEOXYADENOSINE, 2’-[(2-CYANOETHYL)-(N,N-DIISOPROPYL)]PHOSPHORAMIDITE

Chemical Property of 3'-DA CEP

Chemical Property:

• PSA: 168.70000
• LogP: 9.12618

Purity/Quality:

97% ^*data from raw suppliers

N6-Benzoyl-3'-deoxy-5'-O-DMT-adenosine 2'-CE phosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3'-DA CEP

There total 9 articles about 3'-DA CEP 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: 90.0%

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) + N-(9-((2R,3R,5S)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (84138-86-3) → N6-benzoyl-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 2'-(2-cyanoethyl diisopropylphosphoramidite) (207347-42-0)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1002/1522-2675(200208)85:8<2284::AID-HLCA2284>3.0.CO;2-E

Reference yield: 70.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + N-(9-((2R,3R,5S)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (84138-86-3) → N6-benzoyl-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 2'-(2-cyanoethyl diisopropylphosphoramidite) (207347-42-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6-benzoyl-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)adenosine 2'-(2-cyanoethyl diisopropylphosphoramidite) (207347-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; Huenig's base / dioxane / 3 h / 20 °C

1.2: 69 percent / pyridine

2.1: 90 percent / 1H-tetrazole / acetonitrile / 2 h / 20 °C

With pyridine; 1H-tetrazole; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; acetonitrile;

DOI:10.1002/1522-2675(200208)85:8<2284::AID-HLCA2284>3.0.CO;2-E

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N-(9-((2R,3R,5S)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

4,4'-dimethoxytrityl chloride

Downstream raw materials:

N⁶-benzoyl-3'-deoxy-2'-adenylic acid 2-{[6-(benzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-cyanoethyl ester

N⁶-benzoyl-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-2'-adenylic acid 2-{[6-(benzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-cyanoethyl ester