(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Base Information

Chemical Name:(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide
CAS No.:1037454-80-0
Molecular Formula:C₂₇H₂₉ClN₆O₅
Molecular Weight:553.017
Hs Code.:

(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Synonyms:(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

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Chemical Property of (1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

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Technology Process of (1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

There total 3 articles about (1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide 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:

: C₃₀H₃₃ClN₆O₅

: 1037454-80-0
(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

: 1037454-82-2
(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(hydroxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Guidance literature:: With trifluoroacetic acid; In methanol; at 70 ℃; for 16h;
DOI:10.1016/j.bmcl.2008.04.001

Reference yield:

: 77758-51-1
methyl hex-5-ynoate

: 1037454-80-0
(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

: 1037454-82-2
(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(hydroxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2: water; trifluoroacetic acid / methanol / 16 h / 70 °C

With water; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 828935-23-5
(1'S,2'R,3'S,4'S,5'S)-4'-[6-(3-iodobenzylamino)-2-chloropurin-9-yl]-2',3'-O-isopropylidene-bicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

: 1037454-80-0
(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(methoxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

: 1037454-82-2
(1'S,2'R,3'S,4'S,5'S)-4'-{6-[3-[5-(hydroxycarbonyl)-1-pentynyl]phenylmethylamino]-2-chloro-9-yl}-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2: water; trifluoroacetic acid / methanol / 16 h / 70 °C

With water; triethylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In methanol; N,N-dimethyl-formamide;