(2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one

Base Information

• Chemical Name: (2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one
• CAS No.: 795306-87-5
• Molecular Formula: C₃₅H₃₃FN₂O₅
• Molecular Weight: 580.656

Synonyms:(2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one

Chemical Property of (2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one

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Technology Process of (2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one

There total 2 articles about (2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one 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: 45.0%

((2R,5R,6S)-2,4,5-Trimethyl-3-oxo-6-phenyl-morpholin-2-yloxy)-acetic acid + 4-(2-aza-2-(4-fluorophenyl)vinyl)-1-benzyloxybenzene (1206694-75-8) → (2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one (795306-87-5) + (2S,5R,6S)-2-[(2S,3R)-2-(4-Benzyloxy-phenyl)-1-(4-fluoro-phenyl)-4-oxo-azetidin-3-yloxy]-2,4,5-trimethyl-6-phenyl-morpholin-3-one

Guidance literature:

With bis(trichloromethyl) carbonate; triethylamine; In dichloromethane; at -20 - 23 ℃; for 18h;

DOI:10.1039/b510100j

Reference yield: 40.0%

((2R,5R,6S)-2,4,5-Trimethyl-3-oxo-6-phenyl-morpholin-2-yloxy)-acetic acid + 4-(2-aza-2-(4-fluorophenyl)vinyl)-1-benzyloxybenzene (1206694-75-8) → (2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one (795306-87-5)

Guidance literature:

With (Cl₃CO)2CO; triethylamine; In dichloromethane; at -20 - 23 ℃;

DOI:10.1002/anie.200460348

Reference yield: 51.0%

(2S,5R,6S)-2-[(2R,3S)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-4-oxocyclobutoxy]-2,4,5-trimethyl-6-phenylmorpholin-3-one (795306-87-5) → (3S,4R)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-3-hydroxyazetidin-2-one (795306-88-6)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; for 5h; Heating;

DOI:10.1002/anie.200460348

upstream raw materials:

4-(2-aza-2-(4-fluorophenyl)vinyl)-1-benzyloxybenzene

Downstream raw materials:

(3S,4R)-2-(4-benzyloxyphenyl)-1-(4-fluorophenyl)-3-hydroxyazetidin-2-one

(2S,3R)-3-(4-benzyloxyphenyl)-3-(4-fluorophenyl)-2-hydroxypropionic acid methyl ester

(4R,5S)-4-(4-benzyloxyphenyl)-3-(4-fluorophenyl)-2-hydroxymethyloxazolidin-2-one

(4R,5S)-4-(4-benzyloxyphenyl)-3-(4-fluorophenyl)-2-oxooxazolidine-5-carboxylic acid methyl ester

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