2',3'-O-isopropylidene cytidine

Base Information

• Chemical Name: 2',3'-O-isopropylidene cytidine
• CAS No.: 362-42-5
• Molecular Formula: C12H17 N3 O5
• Molecular Weight: 283.284
• Mol file: 362-42-5.mol

Synonyms:Cytidine,2',3'-O-isopropylidene- (6CI,7CI,8CI); Furo[3,4-d]-1,3-dioxole, cytidinederiv.; 2',3'-Isopropylidenecytidine; 2',3'-O-Isopropylidenecytidine; NSC520039

Chemical Property of 2',3'-O-isopropylidene cytidine

Chemical Property:

• Vapor Pressure: 1.25E-10mmHg at 25°C
• Melting Point: 238-240℃ (methanol )
• Boiling Point: 465.7°C at 760 mmHg
• PKA: 14.14±0.10(Predicted)
• Flash Point: 235.5°C
• PSA: 108.83000
• Density: 1.66g/cm³
• LogP: -0.18350

Purity/Quality:

99% ^*data from raw suppliers

2'',3''-Isopropylidenecytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2'',3''-Isopropylidenecytidine is an intermediate in synthesizing 5-Hydroxymethylcytidine-13CD2 (H947092), an analogue of 5-Hydroxymethylcytidine (H947090) which is a product in DNA hydroxymethylation.

Technology Process of 2',3'-O-isopropylidene cytidine

There total 18 articles about 2',3'-O-isopropylidene 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: 95.0%

acetone (67-64-1) + CYTIDINE (65-46-3) → 2',3'-O-isopropylidenecytidine (362-42-5)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 6h; Cooling with ice;

Reference yield: 95.0%

toluene-4-sulfonic acid (104-15-4) + CYTIDINE (65-46-3) → 2',3'-O-isopropylidenecytidine (362-42-5)

Guidance literature:

In acetone; for 6h; Inert atmosphere;

DOI:10.1039/c3dt50910a

Reference yield: 94.0%

2,2-dimethoxy-propane (77-76-9) + CYTIDINE (65-46-3) → 2',3'-O-isopropylidenecytidine (362-42-5)

Guidance literature:

With sulfuric acid; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1039/d1ra06912h

upstream raw materials:

acetone

CYTIDINE

methanol

N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine

Downstream raw materials:

CYTIDINE

Refernces

• 1、 Ziff,Fresco. "-". . p. 7338. Retrieved 1968.
• 2、 Scheit. "-". . p. 113. Retrieved 1967.
• 3、 Ahmed, Ajaz,Ahmed, Qazi Naveed,Mukherjee, Debaraj. "Conversion of: N- acyl amidines to amidoximes: A convenient synthetic approach to molnupiravir (EIDD-2801) from ribose". . p. 36143 - 36147. Retrieved 2021/12/04.
• 4、 -. "Compositions and Methods for Reverse Automated Nucleic Acid Synthesis". Paragraph 0104-0105. . Retrieved 2019/10/29.