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

Base Information

Chemical Name:(2S,3R,4S,5R)-2-[(2S,3R,4R,5S,6R)-3-Amino-2-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-5-aminomethyl-tetrahydro-furan-3,4-diol
CAS No.:918800-22-3
Molecular Formula:C₁₇H₃₄N₄O₁₀
Molecular Weight:454.478
Hs Code.:

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

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

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Chemical Property of (2S,3R,4S,5R)-2-[(2S,3R,4R,5S,6R)-3-Amino-2-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-5-aminomethyl-tetrahydro-furan-3,4-diol

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Technology Process of (2S,3R,4S,5R)-2-[(2S,3R,4R,5S,6R)-3-Amino-2-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-5-aminomethyl-tetrahydro-furan-3,4-diol

There total 10 articles about (2S,3R,4S,5R)-2-[(2S,3R,4R,5S,6R)-3-Amino-2-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-5-aminomethyl-tetrahydro-furan-3,4-diol 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: 75.0%

: 952052-48-1
C₃₁H₃₄N₁₂O₁₂

: 918800-22-3
(2S,3R,4S,5R)-2-[(2S,3R,4R,5S,6R)-3-Amino-2-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-5-aminomethyl-tetrahydro-furan-3,4-diol

Guidance literature:: C₃₁H₃₄N₁₂O₁₂; With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 0.166667h;

With trimethylphosphane; In tetrahydrofuran; for 5h;

Reference yield:

: 534-47-4,11030-86-7
Paromamine

: 918800-22-3
(2S,3R,4S,5R)-2-[(2S,3R,4R,5S,6R)-3-Amino-2-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy]-5-aminomethyl-tetrahydro-furan-3,4-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / trifluoromethanesulfonyl azide; Et₃N; CuSO₄ / CH₂Cl₂; methanol; H₂O

2: 67 percent / camphor sulfonic acid / dimethylformamide / 110 °C

3: 93 percent / BF₃*Et₂O / CH₂Cl₂

4: 82 percent / aq. TFA / tetrahydrofuran / 50 °C

5: MeNH₂ / ethanol

6: PMe₃; aq. NaOH / tetrahydrofuran / 20 °C

With sodium hydroxide; triflic azide; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; copper(II) sulfate; triethylamine; methylamine; trifluoroacetic acid; trimethylphosphane; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.09.013