5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine

Base Information

• Chemical Name: 5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine
• CAS No.: 121058-82-0
• Molecular Formula: C32H33 N3 O8
• Molecular Weight: 587.629
• Mol file: 121058-82-0.mol

Synonyms:N4-ACETYL-5'-(DIMETHOXYTRITYL)-2'-DEOXYCYTIDINE;N-ACETYL-5'-DMT DEOXYCYTIDINE;DMT-NAC-DC;5'-O-(4,4'-DIMETHOXYTRITYL)-N4-ACETYL-2'-DEOXYCYTIDINE

Chemical Property of 5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine

Chemical Property:

• PKA: 10.21±0.20(Predicted)
• PSA: 141.37000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 2.91980

Purity/Quality:

97% ^*data from raw suppliers

5'-DMT-Ac-rC 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine

There total 4 articles about 5'-O-(4,4'-Dimethoxytrityl)-N4-acetyl-2'-deoxycytidine 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: 70.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + acetic anhydride (108-24-7) + CYTIDINE (65-46-3) → N4-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine (121058-82-0)

Guidance literature:

acetic anhydride; CYTIDINE; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

4,4'-dimethoxytrityl chloride; With pyridine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO;2-E

Reference yield: 65.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N-acetylcytidine (3768-18-1) → N4-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine (121058-82-0)

Guidance literature:

In pyridine; at 5 ℃; for 20h;

DOI:10.1016/0040-4039(95)01953-F

Reference yield:

CYTIDINE (65-46-3) → N4-acetyl-5'-O-(4,4'-dimethoxytrityl)cytidine (121058-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 5 h / Heating

2: 61 percent / pyridine / 25 °C

With pyridine; In methanol;

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

upstream raw materials:

4,4'-dimethoxytrityl chloride

N-acetylcytidine

acetic anhydride

CYTIDINE

Downstream raw materials:

C₃₈H₄₃N₃O₁₀

N₄-acetyl-2'-O-pivaloyloxymethyl-5'-O-(4,4'-dimethoxytrityl)cytidine

N⁴-acetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)cytidine

(2R,3R,4R,5R)-5-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)met hoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-3-yl(2-cyanoethyl)diisopropylphosphoramidite

Refernces

• 1、 Langkjaer, Niels,Pasternak, Anna,Wengel, Jesper. "UNA (unlocked nucleic acid): A flexible RNA mimic that allows engineering of nucleic acid duplex stability". experimental part. p. 5420 - 5425. Retrieved 2009/12/06.
• 2、 Ohgi, Tadaaki,Masutomi, Yutaka,Ishiyama, Kouichi,Kitagawa, Hidetoshi,Shiba, Yoshinobu,Yano, Junichi. "A new RNA synthetic method with a 2′-O-(2-cyanoethoxymethyl) protecting group". . p. 3477 - 3480. Retrieved 2007/10/03.