(3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

Base Information

Chemical Name:(3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid
CAS No.:1578155-01-7
Molecular Formula:C₂₂H₁₉ClF₄N₄O₅S
Molecular Weight:562.929
Hs Code.:

(3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

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Chemical Property of (3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

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Technology Process of (3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

There total 7 articles about (3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid 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:

: 1187929-04-9,66937-99-3
(3S)-morpholine-3-carboxylic acid hydrochloride salt

: (R)-methyl 6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(4-(trifluoromethyl)thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

: 1578155-01-7
(3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/acs.jmedchem.7b00083

Reference yield:

: 1221188-44-8
4-(trifluoromethyl)thiazole-2-carbonitrile

: 1578155-01-7
(3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: sodium methylate / methanol / 3 h / 20 °C

2: potassium acetate / 2,2,2-trifluoroethanol / 16 h / Reflux; Inert atmosphere

3: Daicel Chiralpak IC, 30 mm × 250 mm, 5 μm / Resolution of racemate

4: N-Bromosuccinimide / tetrachloromethane / 1 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

With N-Bromosuccinimide; sodium methylate; potassium acetate; N-ethyl-N,N-diisopropylamine; In methanol; tetrachloromethane; dichloromethane; 2,2,2-trifluoroethanol;
DOI:10.1021/acs.jmedchem.7b00083

Reference yield:

: C₁₇H₁₂ClF₄N₃O₂S

: 1578155-01-7
(3S)-4-[(4R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(4-trifluoromethyl-thiazol-2-yl)-3,6-dihydropyrimidin-4-ylmethyl]-morpholine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: Daicel Chiralpak IC, 30 mm × 250 mm, 5 μm / Resolution of racemate

2: N-Bromosuccinimide / tetrachloromethane / 1 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; In tetrachloromethane; dichloromethane;
DOI:10.1021/acs.jmedchem.7b00083