carbocyclic arabinosyladenine

Base Information

• Chemical Name: carbocyclic arabinosyladenine
• CAS No.: 13089-44-6
• Molecular Formula: C₁₀H₁₁N₅O₄
• Molecular Weight: 265.228
• Mol file: 13089-44-6.mol

Synonyms:Furo[2',3':4,5]oxazolo[3,2-e]purine-8-methanol,4-amino-6a,7,8,9a-tetrahydro-7-hydroxy- (7CI);Furo[2',3':4,5]oxazolo[3,2-e]purine-8-methanol,4-amino-6a,7,8,9a-tetrahydro-7-hydroxy-, [6aS-(6aa,7a,8b,9aa)]-; 2',8-Cycloadenosine; 2',8-O-Cycloadenosine;8,2'-Anhydro-8-hydroxy-9-b-D-arabinofuranosyladenine; 8,2'-Anhydroadenosine; 8,2'-Cycloadenosine;8,2'-O-Anhydroadenosine; 8,2'-O-Cyclo-Ara-adenine; Adenine,2',8-anhydro-8-hydroxy-9-b-D-arabinofuranosyl-

Chemical Property of carbocyclic arabinosyladenine

Chemical Property:

• Vapor Pressure: 1.27E-17mmHg at 25°C
• Refractive Index: 2.101
• Boiling Point: 647°C at 760 mmHg
• Flash Point: 345.1°C
• PSA: 128.54000
• Density: 2.43g/cm³
• LogP: -0.99870

Purity/Quality:

97% ^*data from raw suppliers

8,2'-ANHYDROADENOSINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of carbocyclic arabinosyladenine

There total 9 articles about carbocyclic arabinosyladenine 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:

1-(6-amino-purin-9-yl)-ξ-D-1-deoxy-xylofuranose (58-61-7,524-69-6,2006-02-2,2946-52-3,3080-29-3,3228-71-5,4005-33-8,4185-03-9,5536-17-4,5682-20-2,5682-25-7,16136-63-3,21138-43-2,23289-16-9,28361-05-9,34512-24-8,36655-01-3,59121-72-1,59121-73-2,62560-97-8,63267-73-2,95188-52-6,142796-17-6) → (6aR)-4-amino-8c-hydroxymethyl-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-e]purin-7c-ol (13089-44-6,33000-94-1)

Guidance literature:

With bromine; sodium acetate; acetic acid; In water; Ambient temperature;

Reference yield:

6-acetylamino-9-[O5-(4-methoxy-trityl)-O2-(2,4,6-triisopropyl-benzenesulfonyl)-β-D-ribofuranosyl]-7,9-dihydro-purin-8-one → 8,2'-anhydro-8-oxy-9-β-D-arabinofuranosyladenine (13089-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / methanol

2: AcOH

With ammonia; acetic acid; In methanol;

DOI:10.1021/ja00822a040

Reference yield:

(6aS)-4-amino-8t-(4-methoxy-trityloxymethyl)-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-e]purin-7c-ol (52940-97-3) → 8,2'-anhydro-8-oxy-9-β-D-arabinofuranosyladenine (13089-44-6)

Guidance literature:

With acetic acid;

DOI:10.1021/ja00822a040

upstream raw materials:

(6aS)-4-amino-8t-(4-methoxy-trityloxymethyl)-(6ar,9ac)-6a,7,8,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-e]purin-7c-ol

(8R)-4-amino-8,9,10,11-tetrahydro-7H-8r,11c-epioxido-[1,3]oxazocino[3,2-e]purine-9c,10t-diol

9-β-D-arabinofuranosyl-8-chloroadenine

arabinosyl adenine

Refernces

• 1、 Furukawa et al.. "". . p. 4655. Retrieved 1968.
• 2、 Ikehara,M.,Ogiso,Y.. "-". . p. 3695 - 3704. Retrieved 1972.
• 3、 Ryu, Eung K.,MacCoss, Malcolm. "New Procedure for the Chlorination of Pyrimidine and Purine Nucleosides". . p. 2819 - 2823. Retrieved 2007/10/02.
• 4、 Hampton,Sasaki. "Substrate properties of 8,2' and 8,3' O cyclo derivatives of adenosine 5' monophosphate with adenosine 5' monophosphate utilizing enzymes". . p. 2188 - 2191. Retrieved 2007/10/10.