2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

Base Information

Chemical Name:2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester
CAS No.:189030-79-3
Molecular Formula:C₂₄H₂₉NO₃
Molecular Weight:379.499
Hs Code.:

Synonyms:2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

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Chemical Property of 2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

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Technology Process of 2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

There total 5 articles about 2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl 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: 65.0%

: 91-21-4
1,2,3,4-tetrahydroisoquinoline

: 189030-78-2
3-(R)-benzyloxycarbonyl-5-methylhexanoic acid

: 189030-79-3
2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/S0968-0896(98)00009-1

Reference yield:

: 646-07-1
4-Methylpentanoic acid

: 189030-79-3
2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / p-TsOH*H₂O / benzene / 2 h / Heating

2: 63 percent / LDA / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; -78 deg C to 0 deg C, 2 h

3: 0.44 g / 90percent TFA / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 65 percent / Et₃N, BOP-Cl / CH₂Cl₂ / Ambient temperature

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; benzene;
DOI:10.1016/S0968-0896(98)00009-1

Reference yield:

: 77509-00-3
phenylmethyl 4-methylpentanoate

: 189030-79-3
2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / LDA / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; -78 deg C to 0 deg C, 2 h

2: 0.44 g / 90percent TFA / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 65 percent / Et₃N, BOP-Cl / CH₂Cl₂ / Ambient temperature

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane;
DOI:10.1016/S0968-0896(98)00009-1