4-amino-5-bromo-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one

Base Information

• Chemical Name: 4-amino-5-bromo-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
• CAS No.: 145986-29-4
• Molecular Formula: C₈H₁₀BrN₃O₃S
• Molecular Weight: 308.156
• Mol file: 145986-29-4.mol

Synonyms:1,3-Oxathiolane,2(1H)-pyrimidinone deriv.

Chemical Property of 4-amino-5-bromo-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one

Chemical Property:

• Vapor Pressure: 1.17E-11mmHg at 25°C
• Boiling Point: 490.1°C at 760 mmHg
• Flash Point: 250.2°C
• Density: 2.12g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-5-bromo-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one

There total 9 articles about 4-amino-5-bromo-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one 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:

lamivudine (134678-17-4) → (-)-(2R,5S)-5-bromo-1-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine (145986-30-7,145986-29-4,149819-53-4)

Guidance literature:

With pyridine; bromine; In tetrachloromethane; at 20 ℃; Cooling with ice;

DOI:10.1039/c4ob00597j

Reference yield:

N-[5-Bromo-1-((2S,5S)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide → (-)-(2S,5S)-5-bromo-1-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine (145986-30-7,145986-29-4,149819-53-4)

Guidance literature:

With ammonia; In methanol; Yield given; Ambient temperature;

DOI:10.1021/jm00070a006

Reference yield:

N-[5-Bromo-1-((2S,5R)-2-hydroxymethyl-[1,3]oxathiolan-5-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide → (+)-(2S,5R)-5-bromo-1-<2-(hydroxymethyl)-1,3-oxathiolan-5-yl>cytosine (145986-30-7,145986-29-4,149819-53-4)

Guidance literature:

With ammonia; In methanol; Yield given; Ambient temperature;

DOI:10.1021/jm00070a006

upstream raw materials:

(-)-(2R,5S)-5-bromo-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-N⁴-benzoylcytosine

lamivudine

(+)-(2R,5R)-5-bromo-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-N⁴-benzoylcytosine

(-)-(2S,5S)-5-bromo-1-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>-N₄-benzoylcytosine