N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLCYTIDINE

Base Information

• Chemical Name: N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLCYTIDINE
• CAS No.: 199593-08-3
• Molecular Formula: C33H35N3O8
• Molecular Weight: 601.656
• Mol file: 199593-08-3.mol

Synonyms:5'-O-DMT-N4-ACETYL-2'-O-METHYL-CYTIDINE;N-Acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-methyl-cytidine;N-Acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methylcytidine;N4-acetyl-5'-O-DMTr-2'-O-methylcytidine;

Chemical Property of N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLCYTIDINE

Chemical Property:

• PKA: 10.19±0.20(Predicted)
• PSA: 130.37000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 3.57390
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

N-(1-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLCYTIDINE

There total 3 articles about N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-O-METHYLCYTIDINE 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:

N4-acetyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)cytidine (85335-73-5) → N-(1-((2R,3R,4R,5R)-5-((bis(4-Methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide (199593-08-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / Ag₂O / benzene / Ambient temperature

2: 60 percent / Bu₄NF / tetrahydrofuran

3: 70 percent / pyridine

With pyridine; tetrabutyl ammonium fluoride; silver(l) oxide; In tetrahydrofuran; benzene;

DOI:10.1080/07328319708006236

Reference yield:

N-acetylcytidine (3768-18-1) → N-(1-((2R,3R,4R,5R)-5-((bis(4-Methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide (199593-08-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / pyridine

2: 70 percent / Ag₂O / benzene / Ambient temperature

3: 60 percent / Bu₄NF / tetrahydrofuran

4: 70 percent / pyridine

With pyridine; tetrabutyl ammonium fluoride; silver(l) oxide; In tetrahydrofuran; benzene;

DOI:10.1080/07328319708006236

Reference yield:

N-[2-Oxo-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1,2-dihydro-pyrimidin-4-yl]-acetamide (199593-14-1) → N-(1-((2R,3R,4R,5R)-5-((bis(4-Methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxy-3-methoxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)acetamide (199593-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / Bu₄NF / tetrahydrofuran

2: 70 percent / pyridine

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1080/07328319708006236

upstream raw materials:

N₄-acetyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)cytidine

N-acetylcytidine

N-[2-Oxo-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1,2-dihydro-pyrimidin-4-yl]-acetamide

Downstream raw materials:

Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-5-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

C₄₆H₅₈N₅O₁₀P

Refernces