(R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

Base Information

Chemical Name:(R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide
CAS No.:189030-84-0
Molecular Formula:C₂₆H₃₄N₂O₃
Molecular Weight:422.568
Hs Code.:

Synonyms:(R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

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Chemical Property of (R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

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Technology Process of (R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

There total 7 articles about (R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide 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: 28.0%

: 3182-95-4
L-Phenylalaninol

: 189030-81-7
2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid

: 189030-86-2
(S)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

: 189030-84-0
(R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

Guidance literature:: With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 0 - 23 ℃;
DOI:10.1016/S0968-0896(98)00009-1

Reference yield:

: 646-07-1
4-Methylpentanoic acid

: 189030-84-0
(R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 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

5: 100 percent / H₂ / 10percent Pd-C / methanol / 2 h / 1551.4 - 2068.6 Torr

6: 28 percent / N-methylmorpholine, 1-HOBt, BOP / dimethylformamide / 0 - 23 °C

With 4-methyl-morpholine; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0968-0896(98)00009-1

Reference yield:

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

: 189030-84-0
(R)-2-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-4-methyl-pentanoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / Et₃N, BOP-Cl / CH₂Cl₂ / Ambient temperature

2: 100 percent / H₂ / 10percent Pd-C / methanol / 2 h / 1551.4 - 2068.6 Torr

3: 28 percent / N-methylmorpholine, 1-HOBt, BOP / dimethylformamide / 0 - 23 °C

With 4-methyl-morpholine; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00009-1