5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine
• CAS No.: 312709-90-3
• Molecular Formula: C₅₇H₇₉N₃O₁₁Si₂
• Molecular Weight: 1038.44
• Mol file: 312709-90-3.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine 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:

carbonic acid 4-nitro-phenyl ester 2-triisopropylsilanyloxy-benzyl ester + 4-Amino-1-{(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-triisopropylsilanyloxymethoxy-tetrahydro-furan-2-yl}-1H-pyrimidin-2-one → 5'-O-(4,4'-dimethoxytrityl)-N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine (312709-90-3)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In toluene; at 80 ℃; for 5h;

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)-N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine (312709-90-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: Et₃N / toluene / 0.5 h / 20 °C

3: DMAP; iPr₂NEt / toluene / 5 h / 80 °C

With dmap; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Condensation / 3: Condensation;

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)-N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine (312709-90-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: Et₃N / toluene / 0.5 h / 20 °C

3: DMAP; iPr₂NEt / toluene / 5 h / 80 °C

With dmap; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Condensation / 3: Condensation;

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

upstream raw materials:

triisopropylsilyl chloride

salicylic alcohol

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

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-N⁴-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2'-O-{[(triisopropylsilyl)oxy]methyl}cytidine 3'-(2-cyanoethyl diisopropylphosphoramidite)