3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

Base Information

Chemical Name:3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid
CAS No.:1377273-04-5
Molecular Formula:C₂₉H₂₅ClN₆O₅
Molecular Weight:573.008
Hs Code.:

3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

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Chemical Property of 3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

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Technology Process of 3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

There total 3 articles about 3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid 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:

: 1388186-79-5
C₃₂H₂₉ClN₆O₅

: 1377273-04-5
3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 60 ℃; for 2h;
DOI:10.1021/jm300396n

Reference yield:

: 793695-83-7
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-iodopurin-9-yl]-2',3'-isopropylidenebicyclo[3.1.0]hexane-1'-carboxylic acid ethyl ester

: 1377273-04-5
3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: methanol / 20 °C

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

3: hydrogenchloride / 1,4-dioxane; water / 2 h / 60 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 2: 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

: 1377273-04-5
3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methyl-carbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzoic acid

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: hydrogenchloride / 1,4-dioxane; water / 2 h / 60 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 3: Sonogashira coupling;
DOI:10.1021/jm300396n