22-Oxa-2,7,11-triazatetracos-16-ene-14,18-diynoic acid, 21-cyano-7,11-bis[(1,1-dimethylethoxy)carbonyl]-23-oxo-21-phenyl-, 1,1-dimethylethyl ester, (16Z)-

Base Information

Chemical Name:22-Oxa-2,7,11-triazatetracos-16-ene-14,18-diynoic acid, 21-cyano-7,11-bis[(1,1-dimethylethoxy)carbonyl]-23-oxo-21-phenyl-, 1,1-dimethylethyl ester, (16Z)-
CAS No.:681124-11-8
Molecular Formula:C41H58N4O8
Molecular Weight:734.934
Hs Code.:

22-Oxa-2,7,11-triazatetracos-16-ene-14,18-diynoic acid,
21-cyano-7,11-bis[(1,1-dimethylethoxy)carbonyl]-23-oxo-21-phenyl-,
1,1-dimethylethyl ester, (16Z)-

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Chemical Property of 22-Oxa-2,7,11-triazatetracos-16-ene-14,18-diynoic acid, 21-cyano-7,11-bis[(1,1-dimethylethoxy)carbonyl]-23-oxo-21-phenyl-, 1,1-dimethylethyl ester, (16Z)-

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Technology Process of 22-Oxa-2,7,11-triazatetracos-16-ene-14,18-diynoic acid, 21-cyano-7,11-bis[(1,1-dimethylethoxy)carbonyl]-23-oxo-21-phenyl-, 1,1-dimethylethyl ester, (16Z)-

There total 9 articles about 22-Oxa-2,7,11-triazatetracos-16-ene-14,18-diynoic acid, 21-cyano-7,11-bis[(1,1-dimethylethoxy)carbonyl]-23-oxo-21-phenyl-, 1,1-dimethylethyl ester, (16Z)- 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: 73.0%

: 681124-02-7
Acetic acid (Z)-6-chloro-1-cyano-1-phenyl-hex-5-en-3-ynyl ester

: 681124-08-3
{3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl}-but-3-ynyl-carbamic acid tert-butyl ester

: 681124-11-8
acetic acid 10-(tert-butoxycarbonyl-{3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl}-amino)-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

Guidance literature:: With diethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 20 ℃;
DOI:10.1016/j.tetlet.2003.12.139

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 681124-11-8
acetic acid 10-(tert-butoxycarbonyl-{3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl}-amino)-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaOH / dioxane / 20 °C

2: 73 percent / Et₂NH / Pd(PPh₃)4; CuI / benzene / 20 °C

With sodium hydroxide; diethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; benzene; 2: Sonogashira coupling;
DOI:10.1016/j.tetlet.2003.12.139

Reference yield:

: 41865-47-8
2-<(2-tetrahydropyranyl)oxy>-2-phenylacetonitrile

: 681124-11-8
acetic acid 10-(tert-butoxycarbonyl-{3-[tert-butoxycarbonyl-(4-tert-butoxycarbonylamino-butyl)-amino]-propyl}-amino)-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 43 percent / LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

2: 96 percent / n-BuNH₂ / Pd(PPh₃)4; CuI / benzene / 20 °C

3: p-TsOH / methanol / 20 °C

4: EDC; DMAP / CH₂Cl₂ / 0 °C

5: 73 percent / Et₂NH / Pd(PPh₃)4; CuI / benzene / 20 °C

With dmap; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; N-butylamine; lithium diisopropyl amide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; benzene; 2: Sonogashira coupling / 5: Sonogashira coupling;
DOI:10.1016/j.tetlet.2003.12.139