(2S)-2-({9-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}amino)butanedioic acid (non-preferred name)

Base Information

• Chemical Name: (2S)-2-({9-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}amino)butanedioic acid (non-preferred name)
• CAS No.: 30651-34-4
• Molecular Formula: C₁₄H₁₇N₅O₈
• Molecular Weight: 383.318
• Mol file: 30651-34-4.mol

Synonyms:

Chemical Property of (2S)-2-({9-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}amino)butanedioic acid (non-preferred name)

Chemical Property:

• Vapor Pressure: 3.44E-28mmHg at 25°C

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-({9-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}amino)butanedioic acid (non-preferred name)

There total 24 articles about (2S)-2-({9-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-yl}amino)butanedioic acid (non-preferred name) 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:

N-(purine-6-yl)-L-aspartic acid 9-β-D-ribofuranoside-5'-phosphate (19046-78-7) → N-<9-(β-ribofuranosyl)-9H-purin-6-yl>-L-aspartic acid (4542-23-8,30651-34-4,50816-93-8)

Guidance literature:

With human prostate gland;

DOI:10.1021/ja01559a076

Reference yield:

2',3',5'-O-triacetyl-6-chloroinosine (5987-73-5) → N-<9-(β-ribofuranosyl)-9H-purin-6-yl>-L-aspartic acid (4542-23-8,30651-34-4,50816-93-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 87 percent / triethylamine / methanol / 0.5 h / Ambient temperature

2: 97 percent / ammonia / methanol / Ambient temperature

3: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C

4: 88 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / -5 °C

5: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C

6: 0.65 g / aq. formic acid / 3 h / Ambient temperature

7: hydrogen / palladium on carbon / ethanol; acetic acid; H₂O / 2 h

With formic acid; ammonia; hydrogen; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl acetamide; water; acetic acid;

Reference yield:

6-(4-chlorophenylthio)-9-β-D-ribofuranosyl-9H-purine (132089-81-7) → N-<9-(β-ribofuranosyl)-9H-purin-6-yl>-L-aspartic acid (4542-23-8,30651-34-4,50816-93-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / toluene-4-sulphonic acid monohydrate / tetrahydrofuran / 1 h / 50 °C

2: 88 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / -5 °C

3: 70 percent / N,N-di-isopropylethylamine / N,N-dimethyl-acetamide / 28 h / 70 - 75 °C

4: 0.65 g / aq. formic acid / 3 h / Ambient temperature

5: hydrogen / palladium on carbon / ethanol; acetic acid; H₂O / 2 h

With formic acid; hydrogen; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; acetic acid;

upstream raw materials:

6-methylmercaptopurine riboside

aspartic Acid

N-(purine-6-yl)-L-aspartic acid 9-β-D-ribofuranoside-5'-phosphate

2',3',5'-O-triacetyl-6-chloroinosine