(R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

Base Information

Chemical Name:(R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester
CAS No.:709630-93-3
Molecular Formula:C₁₆H₂₀F₃NO₆
Molecular Weight:379.333
Hs Code.:

Synonyms:(R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

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Chemical Property of (R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

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Technology Process of (R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

There total 9 articles about (R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-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: 77.0%

: 5874-57-7
R-(-)-serine methyl ester hydrochloride

: 445018-77-9
4-methoxy-5-propyl-3-trifluoromethoxybenzoic acid

: 709630-93-3
(R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm010579r

Reference yield:

: 32858-93-8
2-(trifluoromethoxy)phenol

: 709630-93-3
(R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 85 percent / K₂CO₃ / acetone / 3 h / Heating

2.1: 100 percent / N,N-dimethylaniline / 7 h / Heating

3.1: 98 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 760.05 Torr

4.1: 83 percent / Br₂ / CH₂Cl₂ / -78 - 20 °C

5.1: 93 percent / K₂CO₃ / acetone / 6 h / Heating

6.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

6.2: 42 percent / diethyl ether; hexane / 1 h / -78 - -10 °C

7.1: 77 percent / EDCI; DIEA / CH₂Cl₂ / 20 °C

With n-butyllithium; hydrogen; bromine; potassium carbonate; N,N-dimethyl-aniline; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 10percent Pd/C; In diethyl ether; ethanol; hexane; dichloromethane; acetone;
DOI:10.1021/jm010579r

Reference yield:

: 276697-76-8
1-allyloxy-2-trifluoromethoxybenzene

: 709630-93-3
(R)-3-Hydroxy-2-(4-methoxy-3-propyl-5-trifluoromethoxy-benzoylamino)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / N,N-dimethylaniline / 7 h / Heating

2.1: 98 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 760.05 Torr

3.1: 83 percent / Br₂ / CH₂Cl₂ / -78 - 20 °C

4.1: 93 percent / K₂CO₃ / acetone / 6 h / Heating

5.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C

5.2: 42 percent / diethyl ether; hexane / 1 h / -78 - -10 °C

6.1: 77 percent / EDCI; DIEA / CH₂Cl₂ / 20 °C

With n-butyllithium; hydrogen; bromine; potassium carbonate; N,N-dimethyl-aniline; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 10percent Pd/C; In diethyl ether; ethanol; hexane; dichloromethane; acetone;
DOI:10.1021/jm010579r