O^3'-acetyl-N⁴-benzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-cytidine

Base Information

• Chemical Name: O^3'-acetyl-N⁴-benzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-cytidine
• CAS No.: 4804-02-8
• Molecular Formula: C₂₅H₂₅N₃O₈S
• Molecular Weight: 527.555
• Mol file: 4804-02-8.mol

Synonyms:O^3'-acetyl-N⁴-benzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-cytidine

Chemical Property of O^3'-acetyl-N⁴-benzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-cytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O^3'-acetyl-N⁴-benzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-cytidine

There total 4 articles about O^3'-acetyl-N⁴-benzoyl-O^5'-(toluene-4-sulfonyl)-2'deoxy-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:

p-toluenesulfonyl chloride (98-59-9) + (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate (17182-39-7) → O3'-acetyl-N4-benzoyl-O5'-(toluene-4-sulfonyl)-2'deoxy-cytidine (4804-02-8)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.3390/molecules21091212

Reference yield:

4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine (67219-55-0) → O3'-acetyl-N4-benzoyl-O5'-(toluene-4-sulfonyl)-2'deoxy-cytidine (4804-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 4 h / 0 °C

2: boron trifluoride diethyl etherate; triethylsilane / nitromethane / 20 °C

3: pyridine / 20 °C

With pyridine; triethylsilane; boron trifluoride diethyl etherate; In nitromethane;

DOI:10.3390/molecules21091212

Reference yield:

Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (102219-53-4) → O3'-acetyl-N4-benzoyl-O5'-(toluene-4-sulfonyl)-2'deoxy-cytidine (4804-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate; triethylsilane / nitromethane / 20 °C

2: pyridine / 20 °C

With pyridine; triethylsilane; boron trifluoride diethyl etherate; In nitromethane;

DOI:10.3390/molecules21091212

upstream raw materials:

p-toluenesulfonyl chloride

(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate

4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester