(2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

Base Information

Chemical Name:(2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate
CAS No.:1318262-76-8
Molecular Formula:C₂₃H₃₀N₂O₆S
Molecular Weight:462.567
Hs Code.:

Synonyms:(2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

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Technology Process of (2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

There total 3 articles about (2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-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: 88.0%

: 1318262-73-5
(2R,4S,5S)-benzyl 2-(3-((tert-butyldimethylsilyl)oxy)propyl)-5-hydroxy-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

: 1318262-76-8
(2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/ol201592g

Reference yield:

: 1207461-47-9
benzyl (1S,4R,6R)-4-[3-(tert-butyldimethylsilyloxy)propyl]-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate

: 1318262-76-8
(2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide; water; ammonium chloride / methanol / 65 °C

2: water; triphenylphosphine / tetrahydrofuran / 20 °C

3: triethylamine / dichloromethane / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With sodium azide; tetrabutyl ammonium fluoride; water; ammonium chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol201592g

Reference yield:

: 1207461-48-0
C₂₂H₃₆N₄O₄Si

: 1318262-76-8
(2R,4S,5S)-benzyl 5-hydroxy-2-(3-hydroxypropyl)-4-(4-methylphenylsulfonamido)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: water; triphenylphosphine / tetrahydrofuran / 20 °C

2: triethylamine / dichloromethane / 0 - 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With tetrabutyl ammonium fluoride; water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol201592g