methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

Base Information

Chemical Name:methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate
CAS No.:1417159-42-2
Molecular Formula:C₂₆H₃₆N₆O₆
Molecular Weight:528.608
Hs Code.:

Synonyms:methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

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Chemical Property of methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

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Technology Process of methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

There total 1 articles about methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate 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: 83.0%

: 1359969-70-2
(S)-2-((S)-6-azido-2-(((benzyloxy)carbonyl)amino)hexanamido)-4-methylpentanoic acid

: 101925-55-7
(S)-propargylglycine methyl ester

: 1417159-42-2
methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1039/c2ob26637g

Reference yield: 72.0%

: 1417159-42-2
methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

: 1417159-45-5
methyl (6S,9S,12S)-6-(((benzyloxy)carbonyl)amino)-9-isobutyl-7,10-dioxo-1,8,11,15,16-pentaazabicyclo[12.2.1]heptadeca-14⁽¹⁷⁾,15-diene-12-carboxylate

Guidance literature:: methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

With copper(I) bromide; In dichloromethane; for 7h; Inert atmosphere;
DOI:10.1039/c2ob26637g

Reference yield:

: 1417159-42-2
methyl (5S,8S,11S)-5-(4-azidobutyl)-8-isobutyl-3,6,9-trioxo-1-phenyl-11-(prop-2-yn-1-yl)-2-oxa-4,7,10-triazadodecan-12-oate

: 1417159-46-6
benzyl ((6S,9S,12S)-12-(hydroxymethyl)-9-isobutyl-7,10-dioxo-1,8,11,15,16-pentaazabicyclo[12.2.1]heptadeca-14⁽¹⁷⁾,15-dien-6-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

1.2: 7 h / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere; Cooling with ice

With lithium borohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2ob26637g