3-deazacyclopentenylcytosine

Base Information

• Chemical Name: 3-deazacyclopentenylcytosine
• CAS No.: 130378-89-1
• Molecular Formula: C₁₁H₁₃NO₅
• Molecular Weight: 239.228
• Mol file: 130378-89-1.mol

Synonyms:3-deazacyclopentenylcytosine

Chemical Property of 3-deazacyclopentenylcytosine

Chemical Property:

• Vapor Pressure: 5.1E-11mmHg at 25°C
• Boiling Point: 475°Cat760mmHg
• Flash Point: 241.1°C
• PSA: 102.92000
• Density: 1.687g/cm³
• LogP: -1.25090

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-deazacyclopentenylcytosine

There total 3 articles about 3-deazacyclopentenylcytosine 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: 32.0%

(1'R,4'R,5'S)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopenten-1-yl>-4-(benzyloxy)-2-pyridone (130378-92-6) → (1'R,4'R,5'S)-1-[3-(hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]-4-hydroxy-2-pyridone (130378-89-1)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 ℃; for 3.5h;

DOI:10.1021/jm00105a032

Reference yield:

4-(benzyloxy)pyridin-2(1H)-one (53937-02-3) → (1'R,4'R,5'S)-1-[3-(hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]-4-hydroxy-2-pyridone (130378-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 40 deg C, 30 min, 2.) 80 deg C, 48 h

2: 32 percent / BCl₃ / CH₂Cl₂ / 3.5 h / -78 °C

With boron trichloride; sodium hydride; In dichloromethane;

DOI:10.1021/jm00105a032

Reference yield:

(1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol methanesulfonate (89291-77-0) → (1'R,4'R,5'S)-1-[3-(hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]-4-hydroxy-2-pyridone (130378-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 40 deg C, 30 min, 2.) 80 deg C, 48 h

2: 32 percent / BCl₃ / CH₂Cl₂ / 3.5 h / -78 °C

With boron trichloride; sodium hydride; In dichloromethane;

DOI:10.1021/jm00105a032

upstream raw materials:

(1'R,4'R,5'S)-1-<3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopenten-1-yl>-4-(benzyloxy)-2-pyridone

4-(benzyloxy)pyridin-2(1H)-one

(1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol methanesulfonate

Refernces