5'-O-Acetyl (R)-Lisofylline

Base Information

• Chemical Name: 5'-O-Acetyl (R)-Lisofylline
• CAS No.: 174455-55-1
• Molecular Formula: C15H22N4O4
• Molecular Weight: 322.36
• Mol file: 174455-55-1.mol

Synonyms:1-[5-(Acetyloxy)hexyl]-3,7-dihydro-3,7-dimethyl-1H-purine-2,6-dione;;

Chemical Property of 5'-O-Acetyl (R)-Lisofylline

Chemical Property:

• Appearance/Colour: White Solid
• Boiling Point: 517.6±56.0 °C(Predicted)
• PKA: 0.51±0.70(Predicted)
• PSA: 88.12000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 0.55560
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

5’-O-Acetyl(R)-Lisofylline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-Lisofylline intermediate.

Technology Process of 5'-O-Acetyl (R)-Lisofylline

There total 17 articles about 5'-O-Acetyl (R)-Lisofylline 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: 50.0%

lisofylline (301329-26-0) → 6-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-2-yl acetate (174455-55-1)

Guidance literature:

With 18-crown-6 ether; cesium acetate; In toluene; at 110 ℃; for 18h;

DOI:10.1016/j.mcat.2021.111451

Reference yield: 40.0%

acetyl chloride (75-36-5) + 1-(5-hydroxyhexyl)theobromine (6493-06-7,100324-80-9,100324-81-0) → 6-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-2-yl acetate (174455-55-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.mcat.2021.111451

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + 1-(5-hydroxyhexyl)theobromine (6493-06-7,100324-80-9,100324-81-0) → 6-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-2-yl acetate (174455-55-1) + lisofylline (100324-81-0) + (+)-(S)-3,7-dimethyl-1-(5-hydroxyhexyl)-3,7-dihydropurine-2,6-dione (100324-80-9)

Guidance literature:

With immobilized Candida antarctica type B lipase Chirazyme L-2, C-3; In chloroform; at 60 ℃; for 1h; enantioselective reaction; Sealed tube;

DOI:10.1016/j.mcat.2021.111451

upstream raw materials:

Ethyl 5-hydroxyhexanoate

(R)-(-)-5-hydroxyhexanol

ethyl 5-oxohexanoate

ethyl glutaroyl chloride

Downstream raw materials:

lisofylline