5-METHOXYMETHYL-DU CEP

Base Information

• Chemical Name: 5-METHOXYMETHYL-DU CEP
• CAS No.: 942271-36-5
• Molecular Formula: C₄₁H₅₁N₄O₉P
• Molecular Weight: 774.851
• Mol file: 942271-36-5.mol

Synonyms:5-METHOXYMETHYL-DU CEP

Chemical Property of 5-METHOXYMETHYL-DU CEP

Chemical Property:

• PSA: 160.09000
• LogP: 6.65758

Purity/Quality:

99% ^*data from raw suppliers

5-METHOXYMETHYL-DU CEP 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-METHOXYMETHYL-DU CEP

There total 7 articles about 5-METHOXYMETHYL-DU 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: 95.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine (115173-73-4) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite (942271-36-5)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h;

DOI:10.1002/anie.200604635

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite (942271-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / pyridine / 4 h / 20 °C

2: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h

With pyridine; triethylamine; In dichloromethane;

DOI:10.1002/anie.200604635

Reference yield:

3′,5′-bis-O-(tert-butyldimethylsilyl)-5-bromomethyl-2'-deoxyuridine (291525-17-2) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite (942271-36-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / NaOMe / 2 h

2: 78 percent / Et₃N*3HF; pyridine / tetrahydrofuran / 16 h / 20 °C

3: 78 percent / pyridine / 4 h / 20 °C

4: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h

With pyridine; sodium methylate; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200604635

upstream raw materials:

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

2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine

4,4'-dimethoxytrityl chloride

3',5'-O-di(tert-butyldimethylsilyl)thymidine

Refernces