(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

Base Information

Chemical Name:(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
CAS No.:1309943-87-0
Molecular Formula:C₂₆H₂₆ClN₅O₂
Molecular Weight:475.978
Hs Code.:

Synonyms:(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

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Chemical Property of (1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

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Technology Process of (1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

There total 3 articles about (1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol 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: 70.0%

: 871-84-1
1,7-Octadiyne

: 1078503-80-6
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-iodobenzylamino)-9H-purin-9-yl)-2,3-O-isopropylidine-bicyclo[3.1.0]hexane

: 1309943-87-0
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

Guidance literature:: 1,7-Octadiyne; (1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-iodobenzylamino)-9H-purin-9-yl)-2,3-O-isopropylidine-bicyclo[3.1.0]hexane; With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 20 ℃;

With trifluorormethanesulfonic acid; water; In dichloromethane; at 20 ℃;

Reference yield:

: C₂₉H₃₀ClN₅O₂

: 1309943-87-0
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; water; at 20 ℃; Inert atmosphere;
DOI:10.1021/bc200526c

Reference yield:

: 1078503-80-6
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-iodobenzylamino)-9H-purin-9-yl)-2,3-O-isopropylidine-bicyclo[3.1.0]hexane

: 1309943-87-0
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

Guidance literature:: Multi-step reaction with 2 steps

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

2: trifluorormethanesulfonic acid / dichloromethane; water / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; trifluorormethanesulfonic acid; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1021/bc200526c