Cytidine, N-benzoyl-2'-deoxy-2'-fluoro-2'-Methyl-, (2'R)- (9CI)

Base Information

• Chemical Name: Cytidine, N-benzoyl-2'-deoxy-2'-fluoro-2'-Methyl-, (2'R)- (9CI)
• CAS No.: 874638-98-9
• Molecular Formula: C17H18FN3O5
• Molecular Weight: 363.345
• Mol file: 874638-98-9.mol

Synonyms:

Chemical Property of Cytidine, N-benzoyl-2'-deoxy-2'-fluoro-2'-Methyl-, (2'R)- (9CI)

Chemical Property:

• PSA: 113.68000
• LogP: 0.54740

Purity/Quality:

≥95% ^*data from raw suppliers

Cytidine,N-benzoyl-2'-deoxy-2'-fluoro-2'-methyl-,(2'R)-9CI ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cytidine, N-benzoyl-2'-deoxy-2'-fluoro-2'-Methyl-, (2'R)- (9CI)

There total 36 articles about Cytidine, N-benzoyl-2'-deoxy-2'-fluoro-2'-Methyl-, (2'R)- (9CI) 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: 91.7%

(2R,3R,4R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate (817204-32-3) → N-(1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (874638-98-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 5 ℃; for 24h;

Reference yield:

C17H17N3O5 → N-(1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (874638-98-9)

Guidance literature:

With hydrogen fluoride; pyridine hydrochloride; In toluene; at 110 ℃; for 5h;

Reference yield:

C35H30FN3O7 → N-(1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (874638-98-9)

Guidance literature:

With 4-methyl-morpholine; water; sodium hydroxide; In methanol; at -25 ℃; for 1h;

upstream raw materials:

(3R,4R,5R)-5-(benzyloxymethyl)-4-(tert-butyldimethylsilyloxy)-3-fluoro-3-methyldihydrofuran-2(3H)-one

4-N-benzoylcytosine

N-(1-((2R,3R,4R,5R)-5-(benzyloxymethyl)-4-(tert-butyldimethylsilyloxy)-3-fluoro-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

N-(2-((1-trimethylsilyl)oxy)pyrimidin-4-yl)benzamide

Downstream raw materials:

(2'R)-2'-deoxy-2'-fluoro-2'-methylcytidine

sofosbuvir

sofosbuvir

2'-deoxy-2'-fluoro-2'-methyluridine

Refernces

• 1、 -. "Method for preparing (2'R)-2'-deoxy-2-fluoro-2-methyluridine". Paragraph 0010; 0019; 0020. . Retrieved 2018/01/17.
• 2、 -. "High-yield synthesis method of sofosbuvir and sofosbuvir prepared with method". . . Retrieved 2016/11/07.