(2R,3R,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

Base Information

Chemical Name:(2R,3R,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
CAS No.:1333501-41-9
Molecular Formula:C₃₇H₅₅NO₁₂
Molecular Weight:705.843
Hs Code.:

(2R,3R,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

Synonyms:(2R,3R,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

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Chemical Property of (2R,3R,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

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Technology Process of (2R,3R,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

There total 3 articles about (2R,3R,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 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: 46.0%

: 1333501-37-3
4-allyloxy-2,2,6,6-tetramethyl-1-(2-methyl-1-phenylpropoxy)piperidine

: (2S,3S,4R,5S,6S)-2-(acetoxymethyl)-6-(allyloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1333501-41-9
(2R,3R,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

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 34h; Inert atmosphere; Reflux;
DOI:10.1002/chem.201100543

Reference yield:

: 2226-96-2
tempol

: 1333501-41-9
(2R,3R,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

Guidance literature:: Multi-step reaction with 3 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 / 34 h / 20 °C / Inert atmosphere; Reflux

With Grubbs catalyst first generation; copper(II) trifluoroacetate; copper; sodium hydride; 4,4'-di-tert-butyl-2,2'-bipyridine; In 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

: 1333501-41-9
(2R,3R,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

Guidance literature:: Multi-step reaction with 2 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 / 34 h / 20 °C / Inert atmosphere; Reflux

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