1-epi-N-ethyl-2-deoxystreptamine

Base Information

• Chemical Name: 1-epi-N-ethyl-2-deoxystreptamine
• CAS No.: 59711-84-1
• Molecular Formula: C₈H₁₈N₂O₃
• Molecular Weight: 190.243
• Mol file: 59711-84-1.mol

Synonyms:

Chemical Property of 1-epi-N-ethyl-2-deoxystreptamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-epi-N-ethyl-2-deoxystreptamine

There total 6 articles about 1-epi-N-ethyl-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: 44.0%

1-epi-N-ethylsisomicin (67650-39-9) → 1-epi-N-ethyl-2-deoxystreptamine (59711-84-1,59751-88-1,63493-09-4,79298-87-6)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1039/P19810002168

Reference yield:

3,2',6'-tri-N-acetyl-1-deamino-1-oxosisomicin (66065-91-6) → 1-epi-N-ethyl-2-deoxystreptamine (59711-84-1,59751-88-1,63493-09-4,79298-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen chloride, sodium cyanoborohydride / methanol / 1.) pH = 5.5, 25 deg C, 7 h, 2.) 25 deg C, 18 h

2: 19 percent / 5percent aq. sodium hydroxide / 50 h / Heating

3: 44 percent / 6M-hydrochloric acid / 2 h / Heating

With hydrogenchloride; sodium hydroxide; sodium cyanoborohydride; In methanol;

DOI:10.1039/P19810002168

Reference yield:

3,2',6'-tri-N-acetylsisomicin (66065-86-9) → 1-epi-N-ethyl-2-deoxystreptamine (59711-84-1,59751-88-1,63493-09-4,79298-87-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / 3,5-di-t-butyl-1,2-benzoquinone, 1M-sulphuric acid / methanol / 40 h / 25 °C / pH = 3

2: hydrogen chloride, sodium cyanoborohydride / methanol / 1.) pH = 5.5, 25 deg C, 7 h, 2.) 25 deg C, 18 h

3: 19 percent / 5percent aq. sodium hydroxide / 50 h / Heating

4: 44 percent / 6M-hydrochloric acid / 2 h / Heating

With hydrogenchloride; sodium hydroxide; sulfuric acid; 3,5-di-tert-butyl-o-benzoquinone; sodium cyanoborohydride; In methanol;

DOI:10.1039/P19810002168

upstream raw materials:

1-epi-N-ethylsisomicin

N-[(1S,2R,3S,4S)-2-[(2S,3R)-3-Acetylamino-6-(acetylamino-methyl)-3,4-dihydro-2H-pyran-2-yloxy]-4-((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-methylamino-tetrahydro-pyran-2-yloxy)-5-ethylamino-3-hydroxy-cyclohexyl]-acetamide

3,2',6'-tri-N-acetyl-1-deamino-1-oxosisomicin

3,2',6'-tri-N-benzoylsisomicin