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

Base Information

Chemical Name:3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methylcarbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzenesulfonic acid
CAS No.:1446996-75-3
Molecular Formula:C₂₈H₂₅ClN₆O₆S
Molecular Weight:609.062
Hs Code.:

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

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

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

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

: 4152-90-3
m-chlorobenzylamine

: 1446996-75-3
3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methylcarbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzenesulfonic acid

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / methanol / 20 °C

2: methanol / 20 °C

3: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 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 Cross-Coupling;
DOI:10.1021/jm4007966

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

: 1446996-75-3
3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methylcarbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzenesulfonic acid

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / methanol / 20 °C

2: methanol / 20 °C

3: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / 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 Cross-Coupling;
DOI:10.1021/jm4007966

Reference yield:

: 50702-37-9
3-iodo-benzenesulfonic acid

: 1446996-75-3
3-((6-(3-chlorobenzylamino)-9-((1S,2R,3S,4R,5S)-3,4-dihydroxy-5-(methylcarbamoyl)bicyclo[3.1.0]hexan-2-yl)-9H-purin-2-yl)ethynyl)benzenesulfonic acid

Guidance literature:: Multi-step reaction with 4 steps

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

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

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

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

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;
DOI:10.1021/jm4007966