4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

Base Information

Chemical Name:4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine
CAS No.:671809-82-8
Molecular Formula:C₁₈H₃₇N₅O₉
Molecular Weight:467.52
Hs Code.:

Synonyms:4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

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Chemical Property of 4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

Chemical Property:

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Technology Process of 4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

There total 7 articles about 4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine 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:

: (2R,3S,4R,5R,6R)-5-Amino-6-[(1S,2S,3R,4S,6R)-4,6-diamino-3-((2R,3R,5S,6R)-3-amino-6-aminomethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

: 671809-82-8
4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

Guidance literature:: With trimethylphosphane; In tetrahydrofuran; water; at 20 ℃;

With hydrogen; palladium hydroxide on carbon; In water; acetic acid;

Reference yield:

: (1R,3S,4R,5S,6S)-4-((2R,3R,5S,6R)-3-Amino-6-aminomethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-6-((2S,3R,4R,5S,6R)-3-amino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-benzyloxy-cyclohexane-1,3-diamine

: 671809-82-8
4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

Guidance literature:: With hydrogen; acetic acid; palladium dihydroxide; under 760 Torr;
DOI:10.1016/j.bmcl.2004.05.004

Reference yield:

: 468065-27-2
perbenzyl-perazidotobramyicn

: 671809-82-8
4-(2,6-diamino-2,3,6-dideoxy-α-D-glucopyranosyl)-6-(2-amino-2-deoxy-1-α-D-glucopyranosyl)-2-deoxystreptamine

Guidance literature:: Multi-step reaction with 4 steps

1: 43 percent / p-thiocresol; BF₃*Et₂O / CH₂Cl₂

2: benzenesulfinylpiperidine; Tf₂O; 4 Angstroem molecular sieves / CH₂Cl₂ / -45 - -20 °C

3: Raney Ni; hydrazine / ethanol; dioxane / 20 °C

4: H₂; aq. HCl / Pd(OH)2 / methanol / 20 °C

With hydrogenchloride; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; nickel; para-thiocresol; hydrazine; palladium dihydroxide; In 1,4-dioxane; methanol; ethanol; dichloromethane;
DOI:10.1002/anie.200460558