5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

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Chemical Name:5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol
CAS No.:514204-33-2
Molecular Formula:C₅₄H₅₃N₃O₁₃
Molecular Weight:952.027
Hs Code.:

Synonyms:5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

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Chemical Property of 5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

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Technology Process of 5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

There total 6 articles about 5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-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: 96.0%

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

: 514204-22-9
5-(3-aminophenyl)-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

: 514204-33-2
5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

Guidance literature:: 3-(tert-butyloxycarbonylamino)propionic acid; With 1,1'-carbonyldiimidazole; In chloroform; at 20 ℃; for 1h;

5-(3-aminophenyl)-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol; With 1H-imidazole; In chloroform; for 4h; Heating;
DOI:10.1021/jo026522+

Reference yield:

: 248590-47-8,74568-07-3
25,26,27,28-tetrakis(hydroxy)calix[4]arene

: 514204-33-2
5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide; tetrahydrofuran

2.1: 99 percent / Br₂ / CHCl₃ / 3 h / 20 °C

3.1: 78 percent / Na₂CO₃; Pd(PPh₃)4 / toluene; methanol; H₂O / 40 h / 70 °C

4.1: 99 percent / conc. H₂SO₄ / CHCl₃ / 12 h / Heating

5.1: 35 percent / H₂ / Pd/C / CHCl₃; methanol; acetic acid / 21 h / 20 °C / 2585.74 Torr

6.1: CDI / CHCl₃ / 1 h / 20 °C

6.2: 96 percent / imidazole / CHCl₃ / 4 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; hydrogen; bromine; sodium hydride; sodium carbonate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; water; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo026522+

Reference yield:

: 142267-55-8
25,27-bis[(ethoxycarbonyl)methoxy]-26,28-dihydroxycalix[4]arene

: 514204-33-2
5-[3-(3-tert-butoxycarbonylaminopropionylamino)phenyl]-17-(3-nitrophenyl)-25,27-bis(methoxycarbonylmethoxy)calix[4]arene-26,28-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / Br₂ / CHCl₃ / 3 h / 20 °C

2.1: 78 percent / Na₂CO₃; Pd(PPh₃)4 / toluene; methanol; H₂O / 40 h / 70 °C

3.1: 99 percent / conc. H₂SO₄ / CHCl₃ / 12 h / Heating

4.1: 35 percent / H₂ / Pd/C / CHCl₃; methanol; acetic acid / 21 h / 20 °C / 2585.74 Torr

5.1: CDI / CHCl₃ / 1 h / 20 °C

5.2: 96 percent / imidazole / CHCl₃ / 4 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; hydrogen; bromine; sodium carbonate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In methanol; chloroform; water; acetic acid; toluene;
DOI:10.1021/jo026522+