(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate

Base Information

• Chemical Name: (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate
• CAS No.: 17182-39-7
• Molecular Formula: C₁₈H₁₉N₃O₆
• Molecular Weight: 373.365
• Mol file: 17182-39-7.mol

Synonyms:(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate

Chemical Property of (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate

There total 4 articles about (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate 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:

Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (102219-53-4) → (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate (17182-39-7)

Guidance literature:

With acetic acid;

DOI:10.1021/jo971859a

Reference yield:

(2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((((2-((4-ethynylbenzyl)(piperidin-2-ylmethyl)amino)ethoxy)carbonyl)oxy)methyl)tetrahydrofuran-3-yl acetate → C17H22N2 + (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate (17182-39-7)

Guidance literature:

With triethylamine; In acetonitrile; at 90 ℃; for 0.833333h; Temperature; Sealed tube;

Reference yield:

4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine (67219-55-0) → (2R,3S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-(hydroxymethyl)tetrahydrofuran-3-yl acetate (17182-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: AcOH

With pyridine; acetic acid;

DOI:10.1080/07328319808004723

upstream raw materials:

Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Downstream raw materials:

C₅₂H₅₄N₅O₁₅P

C₅₈H₅₇N₆O₁₅P

Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(2-thioxo-2λ⁵-[1,3,2]dithiaphospholan-2-yloxymethyl)-tetrahydro-furan-3-yl ester

Acetic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(hydroxy-{hydroxy-[2-(4-nitro-phenyl)-ethoxy]-phosphorylmethyl}-phosphinoyloxymethyl)-tetrahydro-furan-3-yl ester