(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Base Information

Chemical Name:(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide
CAS No.:1377273-00-1
Molecular Formula:C₂₈H₂₃ClF₂N₆O₃
Molecular Weight:564.979
Hs Code.:

(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Synonyms:(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Suppliers and Price of (1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
MRS5698
1mg
$ 360.00

Tocris
MRS5698 ≥96%(HPLC)
1
$ 404.00

Total 1 raw suppliers

Chemical Property of (1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Chemical Property:

Purity/Quality:

≥96% by HPLC ^*data from raw suppliers

MRS5698 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses MRS 5698, is a selective A3 adenosine receptor agonist, that reverses mechanoallodynia in several neuropathic pain models in vivo, and it’s orally bioavailable.

Technology Process of (1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

There total 3 articles about (1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide 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:

: C₃₆H₃₁ClF₂N₆O₉*0.5C₆H₁₅N

: 1377273-00-1
(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Guidance literature:: With porcine liver esterase; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; In water; at 37 ℃; pH=7.3; Enzymatic reaction;
DOI:10.1007/s11302-020-09715-0

Reference yield:

: (1'S,2'R,3'S,4'S,5'S)-4'-[6-(3-chlorobenzylamino)-2-iodopurin-9-yl]-2',3'-O-isopropylidenebicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamine

: 1377273-00-1
(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 20 °C

2: methanol / 5 h / 70 °C / Acidic conditions

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1021/jm300396n

Reference yield:

: 793695-77-9
(1'S,2'R,3'S,4'R,5'S)-4'-[6-chloro-2-iodopurin-9-yl]-2',3'-isopropylidenebicyclo[3.1.0]hexane-1'-carboxylic acid ethyl ester

: 1377273-00-1
(1S,2R,3S,4R,5S)-4-[6-[[(3-chlorophenyl)methyl]-amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / methanol / 20 °C

2: methanol / 20 °C

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 20 °C

4: methanol / 5 h / 70 °C / Acidic conditions

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In methanol; N,N-dimethyl-formamide; 3: Sonogashira coupling;
DOI:10.1021/jm300396n