acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

Base Information

Chemical Name:acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester
CAS No.:442521-54-2
Molecular Formula:C₂₄H₃₃NO₅
Molecular Weight:415.53
Hs Code.:

Synonyms:acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

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Chemical Property of acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

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Technology Process of acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

There total 8 articles about acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl 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: 68.2%

: 627-19-0
1-Pentyne

: 442521-53-1
acetic acid 1-acetoxymethyl-2-(2-formylamino-5-iodo-4-pentyl-phenyl)-ethyl ester

: 442521-54-2
acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 44h;
DOI:10.1016/S0040-4020(02)00099-6

Reference yield:

: 60956-26-5
4-bromo-2-nitrotoluene

: 442521-54-2
acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 87.6 percent / tetrahydrofuran / 24 h / 40 °C

2.1: 73.5 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

3.1: 96.8 percent / pyridine / 0.5 h / 20 °C

4.1: 100 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 18 h / 20 °C

5.1: 77.3 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

6.1: 85.8 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / CH₂Cl₂ / 2.5 h / 20 °C

7.1: Ac₂O / 2 h / 50 °C

7.2: 90 percent / tetrahydrofuran / 0.5 h / 0 °C

8.1: 68.2 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 44 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium borohydride; hydrogen; acetic anhydride; sodium hydride; N,N,N-trimethylbenzenemethanaminium dichloroiodate; triethylamine; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 4.1: Sonogashira coupling / 8.1: Sonogashira coupling;
DOI:10.1016/S0040-4020(02)00099-6

Reference yield:

: 442521-40-6
ethyl 3-(4-bromo-2-nitrophenyl)-2-oxopropanoate

: 442521-54-2
acetic acid 1-acetoxymethyl-2-(2-formylamino-4-pentyl-5-pent-1-ynyl-phenyl)-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 73.5 percent / LiBH₄ / tetrahydrofuran / 1 h / 20 °C

2.1: 96.8 percent / pyridine / 0.5 h / 20 °C

3.1: 100 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 18 h / 20 °C

4.1: 77.3 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

5.1: 85.8 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / CH₂Cl₂ / 2.5 h / 20 °C

6.1: Ac₂O / 2 h / 50 °C

6.2: 90 percent / tetrahydrofuran / 0.5 h / 0 °C

7.1: 68.2 percent / PdCl₂(PPh₃)2; Et₃N; CuI / tetrahydrofuran / 44 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium borohydride; hydrogen; acetic anhydride; N,N,N-trimethylbenzenemethanaminium dichloroiodate; triethylamine; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 3.1: Sonogashira coupling / 7.1: Sonogashira coupling;
DOI:10.1016/S0040-4020(02)00099-6