(S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester
• CAS No.: 83649-44-9
• Molecular Formula: C₁₉H₂₂N₆O₅
• Molecular Weight: 414.421
• Mol file: 83649-44-9.mol

Synonyms:(S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

Chemical Property of (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester

There total 4 articles about (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl 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: 71.0%

2'-O--9-β-D-xylofuranosyladenine (83649-43-8) → (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester (83649-44-9)

Guidance literature:

With hydrogen; acetic acid; barium sulfate; trimethyleneglycol; for 3h;

DOI:10.1021/jm00356a010

Reference yield:

9-(3,5-O-isopropylidene-β-D-xylofuranosyl)adenine (7687-49-2) → (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester (83649-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine, dicyclohexylcarbodiimide / 96 h / Ambient temperature

2: 37 percent / acidic Dowex 50 WX₂ / ethanol; H₂O / 1 h / Ambient temperature

3: 71 percent / 80percent AcOH, H₂ / 5percent PdO/BaSO₄ / 3 h

With pyridine; acidic Dowex 50 WX₂; hydrogen; acetic acid; dicyclohexyl-carbodiimide; barium sulfate; trimethyleneglycol; In ethanol; water;

DOI:10.1021/jm00356a010

Reference yield:

9-<2-O--3,5-O-isopropylidene-β-D-xylofuranosyl>adenine (83649-49-4) → (S)-2-Amino-3-phenyl-propionic acid (2R,3R,4S,5R)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester (83649-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 37 percent / acidic Dowex 50 WX₂ / ethanol; H₂O / 1 h / Ambient temperature

2: 71 percent / 80percent AcOH, H₂ / 5percent PdO/BaSO₄ / 3 h

With acidic Dowex 50 WX₂; hydrogen; acetic acid; barium sulfate; trimethyleneglycol; In ethanol; water;

DOI:10.1021/jm00356a010

upstream raw materials:

2'-O--9-β-D-xylofuranosyladenine

9-(3,5-O-isopropylidene-β-D-xylofuranosyl)adenine

9-<2-O--3,5-O-isopropylidene-β-D-xylofuranosyl>adenine

adenine xyloside