(2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

Base Information

Chemical Name:(2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate
CAS No.:1402910-11-5
Molecular Formula:C₂₄H₂₉NO₈S
Molecular Weight:491.562
Hs Code.:

Synonyms:(2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

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Chemical Property of (2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

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Technology Process of (2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

There total 4 articles about (2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate 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: 60.0%

: 1402909-83-4
(4S,5R)-isopropyl 5-acetyl-1-(4-methoxyphenylsulfonyl)-4-phenyl-1,4,5,6-tetrahydropyridine-2-carboxylate

: 1402910-11-5
(2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

Guidance literature:: With sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid; In water; ethyl acetate; acetonitrile; at 0 ℃; for 0.1h;
DOI:10.1002/anie.201203316

Reference yield:

: C₂₀H₂₁NO₅S

: 1402910-11-5
(2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: N-((2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-(diphenylphosphino)butan-2-yl)pivalamide / chloroform / 6 h / 20 °C

2: sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid / water; ethyl acetate; acetonitrile / 0.1 h / 0 °C

With sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid; N-((2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-(diphenylphosphino)butan-2-yl)pivalamide; In chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1002/anie.201203316

Reference yield:

: 111160-44-2
i-propyl 2-oxo-4-phenylbut-3-enoate

: 1402910-11-5
(2R,3S,4S,5R)-isopropyl 5-acetyl-2,3-dihydroxy-1-(4-methoxyphenylsulfonyl)-4-phenylpiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: titanium tetrachloride; triethylamine / dichloromethane / 0 °C / Inert atmosphere; Reflux

2: N-((2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-(diphenylphosphino)butan-2-yl)pivalamide / chloroform / 6 h / 20 °C

3: sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid / water; ethyl acetate; acetonitrile / 0.1 h / 0 °C

With sodium periodate; ruthenium(III) chloride trihydrate; sulfuric acid; N-((2S,3R)-3-(tert-butyldiphenylsilyloxy)-1-(diphenylphosphino)butan-2-yl)pivalamide; titanium tetrachloride; triethylamine; In dichloromethane; chloroform; water; ethyl acetate; acetonitrile;
DOI:10.1002/anie.201203316