O-2-Amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4)garamine

Base Information

• Chemical Name: O-2-Amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4)garamine
• CAS No.: 60869-90-1
• Molecular Formula: C19H36N4O8
• Molecular Weight: 448.5111
• DSSTox Substance ID: DTXSID70976349

Synonyms:O-2-Amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4)garamine;60869-90-1;D-Streptamine, O-2-amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl)-(1-6)-2-deoxy-, hemihydrate;DTXSID70976349;C19H36N4O8.1/2H2O;LS-146977;C19-H36-N4-O8.1/2H2-O;4,6-Diamino-3-{[3-amino-6-(hydroxymethyl)-3,4-dihydro-2H-pyran-2-yl]oxy}-2-hydroxycyclohexyl 3-deoxy-4-C-methyl-3-(methylamino)pentopyranoside

Chemical Property of O-2-Amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4)garamine

Chemical Property:

• Vapor Pressure: 8.95E-23mmHg at 25°C
• Boiling Point: 701.9°C at 760 mmHg
• Flash Point: 378.3°C
• Density: 1.41g/cm³
• XLogP3: -4.8
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 448.25331412
• Heavy Atom Count: 31
• Complexity: 642

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CO)N)N)N)O

Technology Process of O-2-Amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4)garamine

There total 4 articles about O-2-Amino-2,3,4-trideoxy-alpha-D-glycero-hex-4-enopyranosyl(1-4)garamine 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: 81.0%

6'-hydroxy-1,3,2'-triazido-3''-N-Fmoc-sisomicin → 6'-hydroxysisomicin (60869-90-1)

Guidance literature:

With piperidine; ammonium hydroxide; trimethylphosphane; In tetrahydrofuran; methanol; water; at 20 ℃; for 10h;

DOI:10.1002/cmdc.201200579

Reference yield:

1,3,2',6'-tetraazido-3''-N-Fmoc-sisomicin → 6'-hydroxysisomicin (60869-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium(IV) oxide

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.5 h / 0 - 20 °C

3: trimethylphosphane; piperidine; ammonium hydroxide / tetrahydrofuran; methanol; water / 10 h / 20 °C

With piperidine; selenium(IV) oxide; ammonium hydroxide; sodium tetrahydroborate; trimethylphosphane; In tetrahydrofuran; methanol; water;

DOI:10.1002/cmdc.201200579

Reference yield:

6'-aldehydo-1,3,2'-triazido-3''-N-Fmoc-sisomicin → 6'-hydroxysisomicin (60869-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.5 h / 0 - 20 °C

2: trimethylphosphane; piperidine; ammonium hydroxide / tetrahydrofuran; methanol; water / 10 h / 20 °C

With piperidine; ammonium hydroxide; sodium tetrahydroborate; trimethylphosphane; In tetrahydrofuran; methanol; water;

DOI:10.1002/cmdc.201200579

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