Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester
• CAS No.: 77824-09-0
• Molecular Formula: C₂₈H₄₆N₄O₁₆
• Molecular Weight: 694.69
• Mol file: 77824-09-0.mol

Synonyms:Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester

There total 1 articles about Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester 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:

C60H70N4O24 (77833-75-1) → Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester (77824-09-0)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; water; at 50 ℃; under 2585.7 Torr; Yield given;

DOI:10.1016/S0040-4039(00)71171-3

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester (77824-09-0) → 3'',6'-di-N-acetylkanamycin A (34271-11-9)

Guidance literature:

With ammonium hydroxide; In water; for 24h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)71171-3

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-2-[(1R,2R,3S,4R,6S)-3-((2S,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-amino-3-hydroxy-tetrahydro-pyran-2-yloxy)-4,6-diamino-2-hydroxy-cyclohexyloxy]-6-aminomethyl-tetrahydro-pyran-3-yl ester (77824-09-0) → 1-N-formyl-3'',6'-di-N-acetylkanamycin A

Guidance literature:

Multi-step reaction with 3 steps

1: aq.ammonia (15 N) / H₂O / 24 h / Ambient temperature

2: triethylamine / tetrahydrofuran; H₂O / 18 h

3: aq. NaOH / H₂O / 72 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; triethylamine; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)71171-3

upstream raw materials:

C₆₀H₇₀N₄O₂₄

Downstream raw materials:

3'',6'-di-N-acetylkanamycin A

3-N-formyl-3'',6'-di-N-acetylkanamycin A

N-((2S,3R,4S,5S,6R)-2-{(1S,2R,3R,4S,6R)-3-[(2R,3R,4S,5S,6R)-6-(Acetylamino-methyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-4,6-bis-formylamino-2-hydroxy-cyclohexyloxy}-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl)-acetamide