ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate

Base Information

• Chemical Name: ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate
• CAS No.: 83686-34-4
• Molecular Formula: C₃₃H₃₄N₂O₇
• Molecular Weight: 570.642
• Mol file: 83686-34-4.mol

Synonyms:ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate

Chemical Property of ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate

There total 4 articles about ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate 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: 42.0%

ethyl 2-diazo-4-(2′,3′-O-isopropylidene-5′-O-trityl-D-ribofuranosyl)-3-oxobutanoate → ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate (83686-34-4) + ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-β-D-ribofuranosyl)pyrazole-5-carboxylate (83686-32-2)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at 20 ℃; for 3h;

DOI:10.1039/c39820000664

Reference yield:

ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate (13148-05-5) → ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate (83686-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / acetonitrile / 90 h / Heating

2: 94 percent / tosyl azide, Et₃N

3: 21 percent / NaH / 1,2-dimethoxy-ethane / 3 h / 20 °C

With 4-toluenesulfonyl azide; sodium hydride; triethylamine; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1039/c39820000664

Reference yield:

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose (54503-64-9,54503-65-0) → ethyl 4-hydroxy-3-(2′,3′-O-isopropylidene-5′-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate (83686-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / acetonitrile / 90 h / Heating

2: 94 percent / tosyl azide, Et₃N

3: 21 percent / NaH / 1,2-dimethoxy-ethane / 3 h / 20 °C

With 4-toluenesulfonyl azide; sodium hydride; triethylamine; In 1,2-dimethoxyethane; acetonitrile;

DOI:10.1039/c39820000664

upstream raw materials:

ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

ethyl 4-(2′,3′-O-isopropylidene-5′-O-trityl-D-ribofuranosyl)-3-oxobutanoate

Downstream raw materials:

4-hydroxy-3-(2',3'-O-isopropylidene-5'-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxamide

methyl 4-hydroxy-3-(2',3'-O-isopropylidene-5'-O-trityl-α-D-ribofuranosyl)pyrazole-5-carboxylate

pyrazofurin B