acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

Base Information

Chemical Name:acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester
CAS No.:681124-10-7
Molecular Formula:C₃₂H₄₁N₃O₆
Molecular Weight:563.694
Hs Code.:

acetic acid 10-[<i>tert</i>-butoxycarbonyl-(3-<i>tert</i>-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

Synonyms:acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

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Chemical Property of acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

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Technology Process of acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester

There total 8 articles about acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-1-cyano-1-phenyl-dec-5-ene-3,7-diynyl ester 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: 58.0%

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

: 681124-07-2
[3-(tert-butoxycarbonyl-but-3-ynyl-amino)-propyl]-carbamic acid tert-butyl ester

: 681124-10-7
acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-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:

: 58885-60-2
N-(tert-butoxycarbonyl)-3-aminopropanal

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

Guidance literature:: Multi-step reaction with 4 steps

1: MgSO₄ / CHCl₃ / 20 °C

2: NaBH₄ / methanol / 0 °C

3: aq. NaOH / dioxane / 20 °C

4: 58 percent / Et₂NH / Pd(PPh₃)4; CuI / benzene / 20 °C

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

Reference yield:

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

: 681124-10-7
acetic acid 10-[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-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: 58 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