1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

Base Information

Chemical Name:1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose
CAS No.:1334774-26-3
Molecular Formula:C₇₇H₈₉NO₁₀
Molecular Weight:1188.55
Hs Code.:

Synonyms:1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

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Chemical Property of 1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

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Technology Process of 1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

There total 5 articles about 1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose 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%

: 1334774-22-9
1,2,3,6-tetra-O-benzyl-4-O-(9-oxononyl)-α-D-glucopyranose

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

: 1334774-26-3
1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

Guidance literature:: With sodium cyanoborohydride; acetic acid; In methanol; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.tet.2011.08.012

Reference yield:

: 1334774-08-1
1,2,3,6-tetra-O-benzyl-4-O-[9-(tetrahydropyranyloxy)nonyl]-α-D-glucopyranose

: 1334774-26-3
1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / ethanol / 6 h / 50 °C

2: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

3: sodium cyanoborohydride; acetic acid / methanol / 12 h / 0 - 20 °C

With pyridinium p-toluenesulfonate; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; In methanol; ethanol; dichloromethane;
DOI:10.1016/j.tet.2011.08.012

Reference yield:

: 55695-90-4
2-(9-bromononyloxy)tetrahydropyran

: 1334774-26-3
1,2,3,6-tetra-O-benzyl-4-O-[9-[(2R,3R,4R,5S)-3,4,5-tribenzyloxy-2-benzyloxymethylpiperidino]nonyl]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C

1.2: 24 h / 20 °C

2.1: pyridinium p-toluenesulfonate / ethanol / 6 h / 50 °C

3.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C

4.1: sodium cyanoborohydride; acetic acid / methanol / 12 h / 0 - 20 °C

With pyridinium p-toluenesulfonate; sodium hydride; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.08.012