3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

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Chemical Name:3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea
CAS No.:1428762-89-3
Molecular Formula:C₂₂H₃₄N₆O₆
Molecular Weight:478.549
Hs Code.:

Synonyms:3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

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Chemical Property of 3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

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Technology Process of 3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

There total 5 articles about 3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea 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: 87.0%

: 1428762-85-9
3-((5S,6R,7R,8S,9S)-9-((3-acetylphenyl)amino)-8-azido-6-hydroxy-7-((S)-1-hydroxyethyl)-2,2,6-trimethyl-1,3-dioxaspiro[4.4]nonan-7-yl)-1,1-diethylurea

: 1428762-89-3
3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

Guidance literature:: 3-((5S,6R,7R,8S,9S)-9-((3-acetylphenyl)amino)-8-azido-6-hydroxy-7-((S)-1-hydroxyethyl)-2,2,6-trimethyl-1,3-dioxaspiro[4.4]nonan-7-yl)-1,1-diethylurea; With trifluoroacetic acid; In water; acetonitrile; at 20 ℃; for 0.75h;

With sodium hydrogencarbonate; In water; acetonitrile; at 0 ℃;
DOI:10.1016/j.bmc.2013.01.037

Reference yield:

: C₂₆H₄₂N₆O₇

: 1428762-89-3
3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium periodate / tetrahydrofuran; water / 3 h / 20 °C

2.1: trifluoroacetic acid / water; acetonitrile / 0.75 h / 20 °C

2.2: 0 °C

With sodium periodate; trifluoroacetic acid; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/j.bmc.2013.01.037

Reference yield:

: 1295471-62-3
C₃₀H₃₅N₅O₇

: 1428762-89-3
3-((1R,2R,3S,4S,5S)-4-((3-acetylphenyl)amino)-5-azido-2,3-dihydroxy-1-((S)-1-hydroxyethyl)-3-(hydroxymethyl)-2-methylcyclopentyl)-1,1-diethylurea

Guidance literature:: Multi-step reaction with 5 steps

1.1: 0 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; acetone; water / 2 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: sodium periodate / tetrahydrofuran; water / 3 h / 20 °C

5.1: trifluoroacetic acid / water; acetonitrile / 0.75 h / 20 °C

5.2: 0 °C

With sodium periodate; osmium(VIII) oxide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1016/j.bmc.2013.01.037