6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate

Base Information

• Chemical Name: 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate
• CAS No.: 58924-46-2
• Molecular Formula: C₂₄H₂₄N₅O₆PS
• Molecular Weight: 541.524
• Mol file: 58924-46-2.mol

Synonyms:

Chemical Property of 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate

There total 6 articles about 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate 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:

benzyl bromide (100-39-0) → 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate (58924-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,5-diazabicyclo<5.4.0>undec-5-ene / dimethylsulfoxide / 18 h

2: Na₂CO₃ / H₂O; dimethylsulfoxide / 2 h / Heating

With sodium carbonate; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In water; dimethyl sulfoxide;

DOI:10.1021/jm00177a007

Reference yield:

8-(benzylthio)adenosine cyclic 3',5'-phosphate sodium salt (50655-17-9) → 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate (58924-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,5-diazabicyclo<5.4.0>undec-5-ene / dimethylsulfoxide / 18 h

2: Na₂CO₃ / H₂O; dimethylsulfoxide / 2 h / Heating

With sodium carbonate; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In water; dimethyl sulfoxide;

DOI:10.1021/jm00177a007

Reference yield:

(4aR,6R,7R,7aS)-6-(8-Benzylsulfanyl-6-{[1-phenyl-meth-(Z)-ylidene]-amino}-purin-9-yl)-2-oxo-tetrahydro-2λ5-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol → 6-(benzylamino)-8-(benzylthio)-9-(β-D-ribofuranosyl)purine cyclic 3',5'-phosphate (58924-46-2)

Guidance literature:

With sodium cyanoborohydride; In acetic acid; for 6h; Yield given; Ambient temperature;

DOI:10.1248/cpb.36.2212

upstream raw materials:

8-benzylthioadenosine 3',5'-cyclic phosphate

benzaldehyde

benzyl bromide

8-(benzylthio)adenosine cyclic 3',5'-phosphate sodium salt