3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester

Base Information

• Chemical Name: 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester
• CAS No.: 133165-96-5
• Molecular Formula: C₂₄H₂₈ClNO₂
• Molecular Weight: 397.945

Synonyms:3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester

Chemical Property of 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester

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Technology Process of 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester

There total 3 articles about 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl 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: 75.0%

4-[(4-Chloro-benzyl)-(4-isopropyl-phenyl)-hydrazono]-2,2-dimethyl-pentanoic acid methyl ester (133165-85-2) → 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester (133165-96-5) + 2-[1-(4-Chloro-benzyl)-5-isopropyl-2-methyl-1H-indol-3-yl]-2-methyl-propionic acid methyl ester

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; In sulfolane; Yields of byproduct given; 1) 3 d, 45 deg C 2) 1 d, 55 deg C 3) 1 d, 60 deg C;

DOI:10.1021/jo00009a014

Reference yield:

dimethyl-2,2-oxo-4-pentanoate de methyle (66372-99-4) → 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester (133165-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 4-Angstroem sieves 2) acetic acid / toluene / 1) 6 h, 0 deg C 2) 15 h, 21 deg C

2: 75 percent / P₂O₅, MeSO₃H / tetrahydrothiophene 1,1-dioxide / 1) 3 d, 45 deg C 2) 1 d, 55 deg C 3) 1 d, 60 deg C

With methanesulfonic acid; 4 A molecular sieve; phosphorus pentoxide; acetic acid; In sulfolane; toluene;

DOI:10.1021/jo00009a014

Reference yield:

N-(4-Chloro-benzyl)-N-(4-isopropyl-phenyl)-hydrazine (133166-05-9) → 3-[1-(4-Chloro-benzyl)-5-isopropyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester (133165-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 4-Angstroem sieves 2) acetic acid / toluene / 1) 6 h, 0 deg C 2) 15 h, 21 deg C

2: 75 percent / P₂O₅, MeSO₃H / tetrahydrothiophene 1,1-dioxide / 1) 3 d, 45 deg C 2) 1 d, 55 deg C 3) 1 d, 60 deg C

With methanesulfonic acid; 4 A molecular sieve; phosphorus pentoxide; acetic acid; In sulfolane; toluene;

DOI:10.1021/jo00009a014

upstream raw materials:

4-[(4-Chloro-benzyl)-(4-isopropyl-phenyl)-hydrazono]-2,2-dimethyl-pentanoic acid methyl ester

dimethyl-2,2-oxo-4-pentanoate de methyle

N-(4-Chloro-benzyl)-N-(4-isopropyl-phenyl)-hydrazine

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