(2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

Base Information

Chemical Name:(2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal
CAS No.:221676-92-2
Molecular Formula:C₁₇H₂₃NO₆S
Molecular Weight:369.439
Hs Code.:

Synonyms:(2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

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Chemical Property of (2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

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Technology Process of (2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

There total 1 articles about (2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal 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: 69.0%

: 5927-18-4
trimethyl phosphonoacetate

: 119593-29-2
(4aS,7aS)-5-Benzenesulfonyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-6-ol

: 221676-92-2
(2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

: (2R,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

Guidance literature:: With sodium hydride; In tetrahydrofuran; at -15 - -10 ℃; for 96h; Yields of byproduct given;
DOI:10.1021/jo982327c

Reference yield: 96.0%

: 221676-92-2
(2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

: 221676-96-6
methyl (2S,4S,5S)-4-hydroxy-5-hydroxymethyl-1-phenylsulfonylpyrrolidine-2-acetate

Guidance literature:: With hydrogenchloride; In methanol; for 24h; Ambient temperature;
DOI:10.1021/jo982327c

Reference yield:

: 221676-92-2
(2S,4S,5S)-4-hydroxy-5-hydroxymethyl-2-(methoxycarbonyl)methyl-1-(phenylsulfonyl)pyrrolidine isopropylidine ketal

: 221676-99-9
(2R,3S,5S)-3-tert-butyldimethylsilyloxy-5-methoxycarbonylmethyl-1-phenylsulfonylproline tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / aq. HCl / methanol / 24 h / Ambient temperature

2: 96 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 87 percent / aq. AcOH / tetrahydrofuran / 22 h / Ambient temperature

4: 1.04 g / RuCl₃*3H₂O, NaIO₄ / acetonitrile; CCl₄; H₂O / 3 h

5: CH₂Cl₂; 2-methyl-propan-2-ol / 1.75 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; ruthenium trichloride; sodium periodate; acetic acid; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo982327c