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

Base Information

• Chemical Name: methyl (2R*,3R*,5S*)-6-acetoxy-3,5-dihydroxy-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate
• CAS No.: 107699-35-4
• Molecular Formula: C₂₃H₂₉NO₇
• Molecular Weight: 431.486

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

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

Chemical Property:

Purity/Quality:

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

There total 2 articles about methyl (2R*,3R*,5S*)-6-acetoxy-3,5-dihydroxy-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate 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: 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: 37.0%

(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) + (3R*,4R*,6S*)-6-acetoxymethyl-4-hydroxy-3-(R*-p-methoxyphenyl-N-phenylaminomethyl)-tetrahydro-2H-pyron (107699-34-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 40 ℃; for 1.5h; under 1520 Torr;

Reference yield: 13.1%

tert-butyldimethylsilyl chloride (18162-48-6) + methyl (2R*,3R*,5S*)-6-acetoxy-3,5-dihydroxy-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate (107699-35-4) → methyl (2R*,3R*,5S*)-6-acetoxy-3-hydroxy-5-tert-butyldimethylsilyloxy-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate (107699-36-5) + methyl (2R*,3R*,5S*)-6-acetoxy-3,5-di(tert-butyldimethylsilyloxy)-2-(R*-p-methoxyphenyl-N-phenylaminomethyl)-hexanoate (107724-55-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;

upstream raw materials:

methanol

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

Downstream raw materials:

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

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

(3R*,4R*)-3-(1'R*,3'S*)-1',3',4'-trihydroxybutyl-4-p-methoxyphenyl-1-phenylazetidinone-2

(3R*,4R*)-3-<(1'R*,3'S*)-1',4'-dihydroxy-3'-tert-butyldimethylsilyloxybutyl>-4-p-methoxyphenyl-1-phenylazetidinone-2

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