(S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

Base Information

Chemical Name:(S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone
CAS No.:1053646-07-3
Molecular Formula:C₂₈H₃₇NO₅
Molecular Weight:467.605
Hs Code.:

Synonyms:(S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

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Chemical Property of (S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

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Technology Process of (S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

There total 1 articles about (S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone 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%

: 110-89-4
piperidine

: 100-39-0
benzyl bromide

: 72251-97-9
6-deoxy-3,5-O-isopropylidene-L-gulono-γ-lactone

: 1053646-07-3
(S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

Guidance literature:: piperidine; 6-deoxy-3,5-O-isopropylidene-L-gulono-γ-lactone; at 60 ℃; for 0.75h;

benzyl bromide; With sodium hydride; In tetrahydrofuran; for 20h;
DOI:10.1016/S0040-4039(99)02235-2

Reference yield: 91.0%

: 1053646-07-3
(S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

: (3S,4S,5S,6S)-3,5-Bis-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-2-one

Guidance literature:: (S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone; With sulfuric acid; water; In methanol; for 5h;

With toluene-4-sulfonic acid; In benzene; for 10h;
DOI:10.1016/S0040-4039(99)02235-2

Reference yield:

: 1053646-07-3
(S)-2-Benzyloxy-2-((4S,5R,6S)-5-benzyloxy-2,2,6-trimethyl-[1,3]dioxan-4-yl)-1-piperidin-1-yl-ethanone

: (3S,4S,5S,6S)-3,5-Bis-benzyloxy-6-methyl-tetrahydro-pyran-2,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: H₂SO₄; water / methanol / 5 h

1.2: 91 percent / TsOH*H₂O / benzene / 10 h

2.1: DIBAL / toluene / 0.25 h / -78 °C

With sulfuric acid; water; diisobutylaluminium hydride; In methanol; toluene; 1.1: Hydrolysis / 1.2: deprotection / 2.1: Reduction;
DOI:10.1016/S0040-4039(99)02235-2