5'-O-(DIMETHOXYTRITYL)-2'-O-METHYL-5-METHYLURIDINE

Base Information

• Chemical Name: 5'-O-(DIMETHOXYTRITYL)-2'-O-METHYL-5-METHYLURIDINE
• CAS No.: 115173-73-4
• Molecular Formula: C32H34 N2 O8
• Molecular Weight: 574.631
• Mol file: 115173-73-4.mol

Synonyms:5’-O-(DIMETHOXYTRITYL)-2’-O-METHYL-5-METHYLURIDINE

Chemical Property of 5'-O-(DIMETHOXYTRITYL)-2'-O-METHYL-5-METHYLURIDINE

Chemical Property:

• PSA: 121.24000
• LogP: 3.14420

Purity/Quality:

100% ^*data from raw suppliers

5’-O-(Dimethoxytrityl)-5-methyl-2’-O-methyluridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5’-O-(Dimethoxytrityl)-5-methyl-2’-O-methyluridine is a reagent used in the synthesis of putrescinylthymidine.

Technology Process of 5'-O-(DIMETHOXYTRITYL)-2'-O-METHYL-5-METHYLURIDINE

There total 7 articles about 5'-O-(DIMETHOXYTRITYL)-2'-O-METHYL-5-METHYLURIDINE 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: 78.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-deoxy-5-(methoxymethyl)uridine (5116-22-3) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine (115173-73-4)

Guidance literature:

With pyridine; at 20 ℃; for 4h;

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 (115173-73-4)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1002/anie.200604635

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine (115173-73-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / imidazole / dimethylformamide / 2 h / 50 °C

2: N-bromosuccinimide; azoisobutyronitrile / benzene / 0.67 h / 80 °C

3: 61 percent / NaOMe / 2 h

4: 78 percent / Et₃N*3HF; pyridine / tetrahydrofuran / 16 h / 20 °C

5: 78 percent / pyridine / 4 h / 20 °C

With pyridine; 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium methylate; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1002/anie.200604635

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-deoxy-5-(methoxymethyl)uridine

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

3′,5′-bis-O-(tert-butyldimethylsilyl)-5-bromomethyl-2'-deoxyuridine

Downstream raw materials:

2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methoxymethyluridine-3'-O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite