2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester

Base Information

• Chemical Name: 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester
• CAS No.: 1476070-64-0
• Molecular Formula: C₂₅H₂₇F₃N₄O₁₀S
• Molecular Weight: 632.571
• Mol file: 1476070-64-0.mol

Synonyms:2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester

Chemical Property of 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester

There total 7 articles about 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)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: 56.0%

C23H28N4O9S (1476070-58-2) + trifluoroacetic anhydride (407-25-0) → 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester (1476070-64-0)

Guidance literature:

In pyridine; at 0 ℃; for 1h;

DOI:10.1080/15257770.2013.838261

Reference yield:

glycine 2-(p-nitrophenyl)ethyl ester hydrochloride (1476070-51-5) → 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester (1476070-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 20 °C

2: pyridine / 1 h / 0 °C

With triethylamine; In pyridine;

DOI:10.1080/15257770.2013.838261

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → 2',3'-O-isopropylidene-N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester (1476070-64-0)

Guidance literature:

Multi-step reaction with 4 steps

1: dicyclohexyl-carbodiimide / acetonitrile; pyridine / 12 h / 0 - 20 °C

2: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

3: triethylamine / 20 °C

4: pyridine / 1 h / 0 °C

With hydrogenchloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; pyridine; acetonitrile;

DOI:10.1080/15257770.2013.838261

upstream raw materials:

2-(4-nitrophenyl)ethanol

C₂₃H₂₈N₄O₉S

trifluoroacetic anhydride

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

Downstream raw materials:

N-[(1-β-D-ribofuranosyl-1H-2-thiopyrimidin-5-yl)methyl]-N-trifluoroacetylglycine2-(p-nitrophenyl)ethyl ester