2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine

Base Information

• Chemical Name: 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine
• CAS No.: 119898-75-8
• Molecular Formula: C₃₁H₃₀Cl₂N₄O₅
• Molecular Weight: 609.509
• Mol file: 119898-75-8.mol

Synonyms:2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine

Chemical Property of 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine

There total 6 articles about 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine 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: 97.0%

5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-mesyl-2',3'-secoinosine (119898-70-3) → 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine (119898-75-8)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; at 100 ℃; for 3h;

DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine (119898-75-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 59 percent / pyridine / 96 h / 15 °C

2: 91 percent / sodium periodate / acetone; H₂O / 24 h / Ambient temperature; dark

3: 66 percent / sodium borohydride / ethanol; H₂O / Ambient temperature; pH = 7

4: 85 percent / pyridine / 0 °C

5: 97 percent / LiCl / dimethylformamide / 3 h / 100 °C

With sodium tetrahydroborate; sodium periodate; lithium chloride; In pyridine; ethanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

9-[(2R,3R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3,4-dihydroxytetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one (119898-59-8) → 2',3'-dichloro-2',3'-dideoxy-5-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine (119898-75-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / sodium periodate / acetone; H₂O / 24 h / Ambient temperature; dark

2: 66 percent / sodium borohydride / ethanol; H₂O / Ambient temperature; pH = 7

3: 85 percent / pyridine / 0 °C

4: 97 percent / LiCl / dimethylformamide / 3 h / 100 °C

With sodium tetrahydroborate; sodium periodate; lithium chloride; In pyridine; ethanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)89829-X

upstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2',3'-di-O-mesyl-2',3'-secoinosine

4,4'-dimethoxytrityl chloride

5'-O-(4,4'-dimethoxytrityl)-2',3'-secoinosine

9-[(2R,3R,4S,5R)-5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-3,4-dihydroxytetrahydrofuran-2-yl]-1,9-dihydro-6H-purin-6-one