5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N⁶-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N⁶-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine
• CAS No.: 312710-01-3
• Molecular Formula: C₅₇H₆₆N₆O₁₂Si
• Molecular Weight: 1055.27
• Mol file: 312710-01-3.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N⁶-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N⁶-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N⁶-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine

There total 10 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N⁶-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine 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:

Acetic acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(S)-1-(2-nitro-phenyl)-ethoxymethoxy]-5-[6-(2-triisopropylsilanyloxy-benzyloxycarbonylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester → 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N6-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine (312710-01-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 4 ℃; for 0.0833333h;

DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

triisopropylsilyl chloride (13154-24-0) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N6-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine (312710-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaH / dimethylformamide / 0.5 h / -70 °C

2: Et₃N / pyridine; CH₂Cl₂; toluene / 18 h / 20 °C

3: NaOH / tetrahydrofuran; H₂O; methanol / 0.08 h / 4 °C

With sodium hydroxide; sodium hydride; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Condensation / 3: Hydrolysis;

DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

salicylic alcohol (90-01-7) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}-N6-{{{2-[(triisopropyl)oxy]benzyl}oxy}carbonyl}adenosine (312710-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / NaH / dimethylformamide / 0.5 h / -70 °C

2: Et₃N / pyridine; CH₂Cl₂; toluene / 18 h / 20 °C

3: NaOH / tetrahydrofuran; H₂O; methanol / 0.08 h / 4 °C

With sodium hydroxide; sodium hydride; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Condensation / 3: Hydrolysis;

DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

upstream raw materials:

triisopropylsilyl chloride

salicylic alcohol

6-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)adenosine

(2-{[tris(propan-2-yl)silyl]oxy}phenyl)methanol

Downstream raw materials:

(4-{(2R,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-[(S)-1-(2-nitro-phenyl)-ethoxymethoxy]-5-[6-(2-triisopropylsilanyloxy-benzyloxycarbonylamino)-purin-9-yl]-tetrahydro-furan-3-yloxycarbonylmethoxy}-phenoxy)-acetic acid