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

Base Information

Chemical Name:4-(6-Deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid
CAS No.:153693-58-4
Molecular Formula:C₁₇H₂₃IO₉
Molecular Weight:498.269
Hs Code.:

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

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

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

There total 16 articles about 4-(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: 84.0%

: 153693-42-6
4-<(-4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-2,3-dimethoxy-5-iodo-6-methylbenzoic acid

: 153693-58-4
4-(6-Deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 24h;
DOI:10.1021/ja00084a018

Reference yield: 79.0%

: 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

: 153693-58-4
4-(6-Deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; Ambient temperature;
DOI:10.1016/S0040-4039(98)02257-6

Reference yield:

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

: 153693-58-4
4-(6-Deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoic acid

Guidance literature:: Multi-step reaction with 4 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

4: 79 percent / LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

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