9-(c-4,t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl)-9H-adenine

Base Information

• Chemical Name: 9-(c-4,t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl)-9H-adenine
• CAS No.: 140440-40-0
• Molecular Formula: C₁₂H₁₅N₅O₂
• Molecular Weight: 261.283

Synonyms:3-Cyclopentene-1,2-dimethanol,5-(6-amino-9H-purin-9-yl)-, (1a,2b,5b)- (9CI); 3-Cyclopentene-1,2-dimethanol,5-(6-amino-9H-purin-9-yl)-, (1a,2b,5b)-(?à)-; BCA

Chemical Property of 9-(c-4,t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl)-9H-adenine

Chemical Property:

• Vapor Pressure: 3.32E-13mmHg at 25°C
• Boiling Point: 556.2°Cat760mmHg
• Flash Point: 290.2°C
• PSA: 110.08000
• Density: 1.66g/cm³
• LogP: 0.31760

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-(c-4,t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl)-9H-adenine

There total 20 articles about 9-(c-4,t-5-bis(hydroxymethyl)cyclopent-2-en-r-1-yl)-9H-adenine 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: 83.0%

(+/-)-9-<5'α-<(benzyloxy)methyl>-4'β-(hydroxymethyl)cyclopent-2'-en-1'β-yl>adenine (140440-38-6) → (+/-)-9--9H-adenine (140440-40-0,142187-88-0)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jm00088a026

Reference yield:

(+/-)-5α-<(benzyloxy)methyl>-4β-(hydroxymethyl)cyclopent-2-en-1β-ylamine (140440-35-3) → (+/-)-9--9H-adenine (140440-40-0,142187-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / triethylamine / ethanol / 48 h / 100 °C

2: 86 percent / 12N aq. HCl / 12 h / Ambient temperature

3: 77 percent / NH₃ / 20 h / 50 °C

4: 83 percent / BCl₃ / CH₂Cl₂ / 3 h / -78 °C

With hydrogenchloride; ammonia; boron trichloride; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm00088a026

Reference yield:

ethyl (+/-)-N-<5α-<(benzyloxy)methyl>-4β-(hydroxymethyl)cyclopent-2-en-1β-yl>carbamate (140440-34-2) → (+/-)-9--9H-adenine (140440-40-0,142187-88-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / aq. KOH / methanol / 20 h / Heating

2: 82 percent / triethylamine / ethanol / 48 h / 100 °C

3: 86 percent / 12N aq. HCl / 12 h / Ambient temperature

4: 77 percent / NH₃ / 20 h / 50 °C

5: 83 percent / BCl₃ / CH₂Cl₂ / 3 h / -78 °C

With hydrogenchloride; potassium hydroxide; ammonia; boron trichloride; triethylamine; In methanol; ethanol; dichloromethane;

DOI:10.1021/jm00088a026

upstream raw materials:

(+/-)-9-<5'α-<(benzyloxy)methyl>-4'β-(hydroxymethyl)cyclopent-2'-en-1'β-yl>adenine

Acetic acid (1R,2R,5S)-2-(6-chloro-purin-9-yl)-5-hydroxymethyl-cyclopent-3-enylmethyl ester

(+/-)-(3aα,4α,5β,6aα)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopentafuran-2-one

Acetic acid (1S,5S,6S,8R)-6-bromo-3-oxo-2-oxa-bicyclo[3.2.1]oct-8-ylmethyl ester

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