N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine
• CAS No.: 355819-79-3
• Molecular Formula: C₄₇H₅₅N₅O₆Si
• Molecular Weight: 814.069
• Mol file: 355819-79-3.mol

Synonyms:N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine

Chemical Property of N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine

There total 2 articles about N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine 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: 89.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N6-benzoyl-9-(2-deoxy-3-O-(triisopropylsilyl)-β-D-erythrofuranosyl)-8-(hydroxymethyl)adenine (355819-72-6) → N6-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine (355819-79-3)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 16h;

DOI:10.1002/1522-2675(20010516)84:5<1000::AID-HLCA1000>3.0.CO;2-S

Reference yield:

N6-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]adenine (355819-60-2) → N6-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine (355819-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / EtN(iPr)2; DMAP / CH₂Cl₂ / 16 h / 23 °C

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/1522-2675(20010516)84:5<1000::AID-HLCA1000>3.0.CO;2-S

Reference yield: 76.0%

N6-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine (355819-79-3) → N6-benzoyl-9-[2'-deoxy-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine (355819-82-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 1.5h;

DOI:10.1002/1522-2675(20010516)84:5<1000::AID-HLCA1000>3.0.CO;2-S

upstream raw materials:

4,4'-dimethoxytrityl chloride

N⁶-benzoyl-9-(2-deoxy-3-O-(triisopropylsilyl)-β-D-erythrofuranosyl)-8-(hydroxymethyl)adenine

N⁶-benzoyl-9-[2'-deoxy-3'-O-(triisopropylsilyl)-β-D-glycero-tetrofuranosyl]adenine

Downstream raw materials:

N⁶-benzoyl-9-[2'-deoxy-β-D-glycero-tetrofuranosyl]-8-[(4,4'-dimethoxytrityloxy)methyl]adenine