(3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid

Base Information

Chemical Name:(3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid
CAS No.:1578154-55-8
Molecular Formula:C₂₂H₂₂ClFN₄O₆
Molecular Weight:492.891
Hs Code.:

(3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid

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Chemical Property of (3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid

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Technology Process of (3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid

There total 9 articles about (3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-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

: C₁₇H₁₄BrClFN₃O₃

: 1578154-55-8
(3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-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:

: 32968-44-8
5-Methyl-4-oxazolcarbonsaeure-ethylester

: 1578154-55-8
(3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: ammonia / methanol / 48 h / 65 °C / Sealed tube

2.1: 1,3,5-trichloro-2,4,6-triazine / N,N-dimethyl-formamide / 2 h / 0 °C

3.1: sodium methylate / methanol / 3 h / 35 °C / Inert atmosphere

3.2: 2 h / Reflux

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

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

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

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

With N-Bromosuccinimide; 1,3,5-trichloro-2,4,6-triazine; ammonia; sodium methylate; potassium acetate; N-ethyl-N,N-diisopropylamine; In methanol; tetrachloromethane; dichloromethane; 2,2,2-trifluoroethanol; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00083

Reference yield:

: 1514661-23-4
5-methyloxazole-4-carboxamidine

: 1578154-55-8
(3S)-4-[[(4R)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-(5-methyloxazol-4-yl)-1,4-dihydropyrimidin-6-yl]methyl]-morpholine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

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