4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

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Chemical Name:4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid
CAS No.:220098-53-3
Molecular Formula:C₂₁H₂₇IO₁₁
Molecular Weight:582.343
Hs Code.:

Synonyms:4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

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Chemical Property of 4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

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Technology Process of 4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

There total 4 articles about 4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid 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: 60.0%

: 220098-52-2
4-(Hydroxymethyl)-2-iodo-5,6-dimethoxy-3-methylphenyl 2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranoside

: 220098-53-3
4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; water; In tetrachloromethane; acetonitrile; at 0 - 20 ℃;
DOI:10.1016/S0040-4039(98)02257-6

Reference yield:

: 131675-55-3
phenyl 2,4-di-O-acetyl-3-O-methyl-1-thio-α-L-rhamnopyranoside

: 220098-53-3
4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / 0 °C

2: 75 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

3: 60 percent / RuCl₃*H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / 20 °C

With ruthenium trichloride; sodium periodate; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 3: Sharpless oxidation;
DOI:10.1039/b006113l

Reference yield:

: 153693-56-2
4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-iodo-5,6-dimethoxy-3-methyl-phenol

: 220098-53-3
4-(2,4-Di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / 0 °C

2: 75 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

3: 60 percent / RuCl₃*H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / 20 °C

With ruthenium trichloride; sodium periodate; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 3: Sharpless oxidation;
DOI:10.1039/b006113l