1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

Base Information

Chemical Name:1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose
CAS No.:211993-26-9
Molecular Formula:C₁₅H₁₅FINO₇
Molecular Weight:467.19
Hs Code.:

Synonyms:1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

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Chemical Property of 1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

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Technology Process of 1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

There total 8 articles about 1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose 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: 72.0%

: 108-24-7
acetic anhydride

: 211993-25-8
methyl 2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranoside

: 211993-26-9
1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

Guidance literature:: With sulfuric acid; In nitromethane; for 2h; Ambient temperature;
DOI:10.1016/S0008-6215(98)00026-3

Reference yield:

: 114643-57-1
methyl 3-O-acetyl-4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-idopyranoside

: 211993-26-9
1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd black / dioxane; H₂O; acetic acid / 1 h / Ambient temperature

2: 97 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

3: 98 percent / Zemplen deacetylation / methanol

4: 94 percent / pyridine / CH₂Cl₂ / 1 h

5: NaI / dimethylformamide / 3 h / 90 °C

6: 4-dimethylaminopyridine / dimethylformamide / 2.5 h / Ambient temperature

7: 72 percent / H₂SO₄ / nitromethane / 2 h / Ambient temperature

With pyridine; dmap; sulfuric acid; hydrogen; pyridinium p-toluenesulfonate; sodium iodide; palladium; In 1,4-dioxane; methanol; nitromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00026-3

Reference yield:

: 122-04-3
4-nitro-benzoyl chloride

: 211993-26-9
1-O-acetyl-2,3,6-trideoxy-2-fluoro-3-iodo-4-O-p-nitrobenzoyl-α-L-talopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine / dimethylformamide / 2.5 h / Ambient temperature

2: 72 percent / H₂SO₄ / nitromethane / 2 h / Ambient temperature

With dmap; sulfuric acid; In nitromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00026-3