N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester

Base Information

• Chemical Name: N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester
• CAS No.: 1476070-72-0
• Molecular Formula: C₂₂H₂₃F₆N₃O₉S₂
• Molecular Weight: 651.562
• Mol file: 1476070-72-0.mol

Synonyms:N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester

Chemical Property of N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester

There total 9 articles about N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester 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: 80.0%

2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine2-(2,4,5-trifluorophenyl)ethyl ester (1476070-66-2) → N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester (1476070-72-0)

Guidance literature:

With acetic acid; In water; at 90 ℃; for 1h;

DOI:10.1080/15257770.2013.838261

Reference yield:

2,4,5-trifluorophenylacetic acid methyl ester (1036273-20-7) → N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester (1476070-72-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate / tetrahydrofuran / 0.25 h / 65 °C

1.2: 2.5 h / Reflux

2.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

3.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

4.1: triethylamine / 20 °C

5.1: pyridine / 1 h / 0 °C

6.1: acetic acid / water / 1 h / 90 °C

With hydrogenchloride; sodium tetrahydroborate; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water;

DOI:10.1080/15257770.2013.838261

Reference yield:

(2,4,5-trifluorophenyl)acetic acid (209995-38-0) → N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine 2-(2,4,5-trifluorophenyl)ethyl ester (1476070-72-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: chloro-trimethyl-silane / methanol / 24 h / 20 °C

2.1: sodium tetrahydroborate / tetrahydrofuran / 0.25 h / 65 °C

2.2: 2.5 h / Reflux

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

5.1: triethylamine / 20 °C

6.1: pyridine / 1 h / 0 °C

7.1: acetic acid / water / 1 h / 90 °C

With hydrogenchloride; sodium tetrahydroborate; chloro-trimethyl-silane; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water;

DOI:10.1080/15257770.2013.838261

upstream raw materials:

2,4,5-trifluorophenylacetic acid methyl ester

2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetyltaurine2-(2,4,5-trifluorophenyl)ethyl ester

(2,4,5-trifluorophenyl)acetic acid

2',3'-O-isopropylidene-5-chloromethyl-2-thiouridine