(3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine

Base Information

• Chemical Name: (3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine
• CAS No.: 102972-08-7
• Molecular Formula: C₂₂H₂₃NO₆
• Molecular Weight: 397.428

Synonyms:(3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine

Chemical Property of (3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine

Chemical Property:

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Technology Process of (3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine

There total 1 articles about (3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine 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: 80.0%

(2S)-acetic acid 6-oxo-3,6-dihydro-2H-pyran-2-ylmethyl ester (63952-83-0) + p-methoxydiphenylnitrone (3585-93-1,85225-54-3,87289-90-5) → (3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine (102972-08-7)

Guidance literature:

In toluene; for 8h; Heating;

DOI:10.1016/S0040-4020(01)82368-1

Reference yield: 90.0%

methanol (67-56-1) + (3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine (102972-08-7) → methyl (2R*,3R*,5S*)-6-acetoxy-3,5-dihydroxy-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate (107699-35-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; at 50 ℃; for 7h; under 3800 Torr;

Reference yield: 70.0%

(3R*,3aR*,6S*,7aR*)-6-acetoxymethyl-3-p-methoxyphenyl-4-oxo-2-phenyl-tetrahydropyrano-<3,4-d>-isoxazolidine (102972-08-7) → (3R*,4R*,5R*,2'S*)-5-(2',3'-dihydroxypropyl)-3-p-methoxyphenyl-2-phenylisoxazolidine-4-carboxylic acid (107699-32-1)

Guidance literature:

With sodium carbonate; for 3h; Heating;

upstream raw materials:

(2S)-acetic acid 6-oxo-3,6-dihydro-2H-pyran-2-ylmethyl ester

p-methoxydiphenylnitrone

Downstream raw materials:

methyl (2R*,3R*,5S*)-6-acetoxy-3,5-dihydroxy-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate

1,2,4-trideoxy-3,5,6-tri-O-acetyl-2-methoxycarbonyl-1-p-methoxyphenyl-1-N-phenylamino-DL-altro-hexalditol

benzyl (3R*,4R*,5R*,2'S*)-5-(2',3'-dihydroxypropyl)-3-p-methoxyphenyl-2-phenylisoxazolidine-4-carboxylate

(3R*,4R*,5R*,2'S*)-5-(2',3'-dihydroxypropyl)-3-p-methoxyphenyl-2-phenylisoxazolidine-4-carboxylic acid

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