methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside

Base Information

• Chemical Name: methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside
• CAS No.: 111651-62-8
• Molecular Formula: C₁₉H₁₈N₆O₁₀
• Molecular Weight: 490.386

Synonyms:methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside

Chemical Property of methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside

Chemical Property:

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Technology Process of methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside

There total 1 articles about methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside 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: 79.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + methyl 2,6-diamino-2,3,4,6-tetradeoxy-α-D-erythro-hex-3-enopyranoside sulfate → methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside (111651-62-8)

Guidance literature:

With triethylamine; In methanol; water; 0 deg C, 1 h; rt;

DOI:10.1246/bcsj.60.1532

Reference yield:

methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside (111651-62-8) → (3R,6S)-3-(2,4-Dinitro-phenylamino)-6-[(2,4-dinitro-phenylamino)-methyl]-3,6-dihydro-2H-pyran-2-ol

Guidance literature:

With hydrogenchloride; In acetic acid; at 80 ℃; for 7h;

DOI:10.1246/bcsj.60.1532

Reference yield:

methyl 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6-tetradeoxy-α-D-erythro-3-enopyranoside (111651-62-8) → 3'-enofortimicin KE

Guidance literature:

Multi-step reaction with 4 steps

1: 2 M hydrochloric acid / acetic acid / 7 h / 80 °C

2: pyridine / 12 h

3: 36 percent / molecular sieve 4A, trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 3.5 h / Ambient temperature

4: 11 percent / barium hydroxide / dioxane; H₂O / 12 h / Heating

With pyridine; hydrogenchloride; barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In 1,4-dioxane; water; acetic acid; 1,2-dichloro-ethane;

DOI:10.1246/bcsj.60.1532

upstream raw materials:

2,4-Dinitrofluorobenzene

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