3'-O-t-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-N4-acetyl cytidine

Base Information

• Chemical Name: 3'-O-t-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-N4-acetyl cytidine
• CAS No.: 123956-65-0
• Molecular Formula: C38H47N3O8Si
• Molecular Weight: 701.88
• Mol file: 123956-65-0.mol

Synonyms:5'-DMT-3'-TBDMS-Ac-rC;N4-Ac-DMT-3'-O-TBDMS-Cr;DMT-3'-TBDMS-AC-CYTIDINE;5'-O-DMT-3'-O-TBDMS-Ac-rC;3'-O-TBDMS-5'-O-DMT-N4-Ac cytidine;5'-O-DMT-3'-O-TBDMS-N4-Acetyl-cytidine;3'-O-t-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-N4-acetyl cytidine;5'-O-(4,4'-dimethoxytrityl)-3'-O-(t-butyl-dimethylsilyl)-N4-Acetyl-Cytidine;N-Acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-3'-O-[(1,1-dimethylethyl)dimethylsilyl]cytidine;Cytidine, N-acetyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-3'-O-[(1,1-diMethylet hyl)diMethylsilyl]-

Chemical Property of 3'-O-t-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-N4-acetyl cytidine

Chemical Property:

• PKA: 10.23±0.20(Predicted)
• PSA: 130.37000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 5.94930

Purity/Quality:

97% ^*data from raw suppliers

N-(1-((2R,3R,4S,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-3-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-t-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-N4-acetyl cytidine

There total 4 articles about 3'-O-t-ButyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-N4-acetyl 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: 57.0%

N4-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine (121058-82-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 5'-O-DMTr-2'-O-TBDMS-N4-acetylcytidine (121058-85-3) + N-{1-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide (123956-65-0)

Guidance literature:

With pyridine; silver nitrate; In tetrahydrofuran; at 25 ℃;

DOI:10.1016/S0040-4039(98)00157-9

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N-{1-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide (123956-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine / 25 °C

2: AgNO₃, pyridine / tetrahydrofuran / 25 °C

With pyridine; silver nitrate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)00157-9

Reference yield:

N-acetylcytidine (3768-18-1) → N-{1-[(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide (123956-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine / 25 °C

2: AgNO₃, pyridine / tetrahydrofuran / 25 °C

With pyridine; silver nitrate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)00157-9

upstream raw materials:

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine

tert-butyldimethylsilyl chloride

4,4'-dimethoxytrityl chloride

N-acetylcytidine

Downstream raw materials:

N-{1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-methylsulfanylmethoxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-acetamide

N-(1-{(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-methylsulfanylmethoxy-tetrahydro-furan-2-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-acetamide

5'-O-DMTr-2'-O-TBDMS-N4-acetylcytidine

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