(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

Base Information

Chemical Name:(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine
CAS No.:1325740-48-4
Molecular Formula:C₃₇H₃₉NO₄
Molecular Weight:561.721
Hs Code.:

Synonyms:(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

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Chemical Property of (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

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Technology Process of (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

There total 2 articles about (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine 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: 92.0%

: 69567-11-9,76738-52-8,126836-30-4
2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

: 106-96-7
propargyl bromide

: 1325740-48-4
(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

Guidance literature:: With potassium carbonate; In acetonitrile; at 85 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c1ob05119a

Reference yield:

: 77174-08-4
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)piperidin-2-one

: 1325740-48-4
(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; boron trifluoride diethyl etherate / diethyl ether / 2 h / 0 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2021.108479

Reference yield: 94.0%

: 1325740-48-4
(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-1-(prop-2-yn-1-yl)piperidine

: N-(2-azidoethyl)-1,2,3,4-tetrahydroacridine-9-amine

: N-((1-(2-((1,2,3,4-tetrahydroacridin-9-yl)amino)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1039/d0ob02588g