(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1333501-21-5
Molecular Formula:C₂₉H₄₇NO₈
Molecular Weight:537.694
Hs Code.:

(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

Synonyms:(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

There total 4 articles about (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol 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: 95.0%

: 1333501-42-0
(2R,3S,4S,5R,6R)-2-(acetoxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidine-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1333501-21-5
(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1002/chem.201100543

Reference yield:

: 2226-96-2
tempol

: 1333501-21-5
(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere; Reflux

1.2: 3.5 h / 0 - 60 °C / Inert atmosphere; Reflux

2.1: copper(II) trifluoroacetate; copper; 4,4'-di-tert-butyl-2,2'-bipyridine / benzene / 72 h / 75 °C / Inert atmosphere

3.1: Grubbs catalyst first generation / dichloromethane / 23 h / 20 °C / Inert atmosphere; Reflux

4.1: sodium methylate / methanol; dichloromethane / 18 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; sodium methylate; copper(II) trifluoroacetate; copper; sodium hydride; 4,4'-di-tert-butyl-2,2'-bipyridine; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil; benzene;
DOI:10.1002/chem.201100543

Reference yield:

: 217496-13-4
4-allyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl radical

: 1333501-21-5
(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(4-(2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidin-4-yloxy)but-2-enyloxy)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: copper(II) trifluoroacetate; copper; 4,4'-di-tert-butyl-2,2'-bipyridine / benzene / 72 h / 75 °C / Inert atmosphere

2: Grubbs catalyst first generation / dichloromethane / 23 h / 20 °C / Inert atmosphere; Reflux

3: sodium methylate / methanol; dichloromethane / 18 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; sodium methylate; copper(II) trifluoroacetate; copper; 4,4'-di-tert-butyl-2,2'-bipyridine; In methanol; dichloromethane; benzene;
DOI:10.1002/chem.201100543