(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

Base Information

Chemical Name:(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol
CAS No.:1438257-85-2
Molecular Formula:C₆₂H₇₀N₆O₁₂
Molecular Weight:1091.27
Hs Code.:

Synonyms:

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Chemical Property of (2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

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Technology Process of (2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

There total 8 articles about (2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol 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:

: 911237-04-2
(2S)-2-(4-methoxybenzyloxy)-4-pentenol

: 1438257-85-2
(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

: 1438257-86-3
(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 1.5 h / -40 °C / Inert atmosphere; Molecular sieve

1.3: Inert atmosphere; Molecular sieve

2.1: pyridine / dichloromethane / 0.25 h / -40 °C / Inert atmosphere

2.2: 6 h / Inert atmosphere

3.1: tetrabutylammoniun azide / toluene / 24 h / 55 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h

5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 3 h / Inert atmosphere; Reflux

With pyridine; Hoveyda-Grubbs catalyst second generation; tetrabutylammoniun azide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; toluene;
DOI:10.1021/jo4001146

Reference yield:

: 1438257-82-9
(2S)-2-(4-methoxybenzyloxy)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-4-pentene

: 1438257-85-2
(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

: 1438257-86-3
(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / dichloromethane / 0.25 h / -40 °C / Inert atmosphere

1.2: 6 h / Inert atmosphere

2.1: tetrabutylammoniun azide / toluene / 24 h / 55 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h

4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 3 h / Inert atmosphere; Reflux

With pyridine; Hoveyda-Grubbs catalyst second generation; tetrabutylammoniun azide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; toluene;
DOI:10.1021/jo4001146

Reference yield:

: 1438257-83-0
(2S)-2-(4-methoxybenzyloxy)-1-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-4-pentene

: 1438257-85-2
(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

: 1438257-86-3
(2S,7S)-1,8-bis(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,7-dihydroxyoctanediol

Guidance literature:: Multi-step reaction with 2 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 2 h

2: Hoveyda-Grubbs catalyst second generation / dichloromethane / 3 h / Inert atmosphere; Reflux

With Hoveyda-Grubbs catalyst second generation; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1021/jo4001146