(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

Base Information

Chemical Name:(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide
CAS No.:1346506-31-7
Molecular Formula:C₂₄H₄₈N₆O₁₀
Molecular Weight:580.679
Hs Code.:

(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

Synonyms:(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

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Chemical Property of (S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

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Technology Process of (S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

There total 6 articles about (S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide 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%

: 1346507-69-4
tert-butyl (2R,3R,6S)-2-((1R,2SS,4R,6S)-3-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(N-methyl-tert-butoxycarbonylamino)tetrahydro-2H-pyran-2-yloxy)-2-hydroxy-4-((S)-2-hydroxy-3-tert-butoxycarbonylaminopropanamido)-6-tert-butoxycarbonylaminocyclohexyloxy)-6-((2-(tetrahydro-2H-pyran-2-yloxy)ethylamino)methyl)tetrahydro-2H-pyran-3-ylcarbamate

: 1346506-31-7
(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

Guidance literature:: tert-butyl (2R,3R,6S)-2-((1R,2SS,4R,6S)-3-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(N-methyl-tert-butoxycarbonylamino)tetrahydro-2H-pyran-2-yloxy)-2-hydroxy-4-((S)-2-hydroxy-3-tert-butoxycarbonylaminopropanamido)-6-tert-butoxycarbonylaminocyclohexyloxy)-6-((2-(tetrahydro-2H-pyran-2-yloxy)ethylamino)methyl)tetrahydro-2H-pyran-3-ylcarbamate; With trifluoroacetic acid; In dichloromethane; for 2h;

In water; Alkaline aqueous solution;

Reference yield:

: 26098-04-4
Gentamicin C1a

: 1346506-31-7
(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / methanol; dichloromethane / 18 h / -60 - 20 °C

2.1: zinc(II) acetate dihydrate / methanol / 1 h / 20 °C

2.2: 18 h / 20 °C

2.3: 0.5 h

3.1: ethyl trifluoroacetate, / dimethyl sulfoxide / 1.5 h / 20 °C

3.2: 6 h / 0 - 20 °C

4.1: potassium carbonate / tetrabutylammomium bromide / acetonitrile / 24 h / 60 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol / acetonitrile / 2.5 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h

6.2: Amberlite IRA 400 / Alkaline aqueous solution

With ethyl trifluoroacetate,; zinc(II) acetate dihydrate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; 2-hydroxyethanethiol; tetrabutylammomium bromide; In methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 1346507-66-1
tert-butyl (2R,3R,6S)-2-((1R,2R,3S,4R,6S)-4-amino-3-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-2-hydroxy-6-tert-butoxycarbonylaminocyclohexyloxy)-6-((2-nitrophenylsulfonamido)methyl)tetrahydro-2H-pyran-3-ylcarbamate

: 1346506-31-7
(S)-3-amino-N-((1R,2S,3S,4R,5S)-5-amino-4-((2R,3R,6S)-3-amino-6-((2-hydroxyethylamino)methyl)tetrahydro-2H-pyran-2-yloxy)-2-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxypropanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethyl trifluoroacetate, / dimethyl sulfoxide / 1.5 h / 20 °C

1.2: 6 h / 0 - 20 °C

2.1: potassium carbonate / tetrabutylammomium bromide / acetonitrile / 24 h / 60 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol / acetonitrile / 2.5 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 2 h

4.2: Amberlite IRA 400 / Alkaline aqueous solution

With ethyl trifluoroacetate,; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; 2-hydroxyethanethiol; tetrabutylammomium bromide; In dichloromethane; dimethyl sulfoxide; acetonitrile;