Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

Base Information

Chemical Name:Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside
CAS No.:220098-54-4
Molecular Formula:C₃₀H₄₁IO₁₅
Molecular Weight:768.551
Hs Code.:

Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

Synonyms:Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

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Chemical Property of Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

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Technology Process of Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

There total 10 articles about Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside 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: 83.0%

: 108-24-7
acetic anhydride

: 220098-58-8
Methyl 2,6-dideoxy-4-O-[4-(6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

: 220098-54-4
Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

Guidance literature:: With pyridine; Ambient temperature;
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

: 220098-54-4
Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: 68 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / 0 °C

2.1: 75 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

3.1: 60 percent / RuCl₃*H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / 20 °C

4.1: 79 percent / LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

5.1: 80 percent / DMAP; pyridine / CH₂Cl₂ / 1 h / 20 °C

6.1: (COCl)2 / CH₂Cl₂ / 1 h / 20 °C

7.1: NaH / tetrahydrofuran / 1.17 h / 0 - 20 °C

7.2: 67 percent / tetrahydrofuran / 0.5 h / 20 °C

8.1: 75 percent / HCl / methanol / 0.25 h / 20 °C

9.1: 83 percent / pyridine / 5 h / 20 - 50 °C

With pyridine; hydrogenchloride; dmap; ruthenium trichloride; lithium hydroxide; sodium periodate; N-iodo-succinimide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 3.1: Sharpless oxidation;
DOI:10.1039/b006113l

Reference yield:

: 129834-75-9
4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

: 220098-54-4
Methyl 3-O-acetyl-2,6-dideoxy-4-O-[4-(2,4-di-O-acetyl-6-deoxy-3-O-methyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 1.17 h / 0 - 20 °C

1.2: 67 percent / tetrahydrofuran / 0.5 h / 20 °C

2.1: 75 percent / HCl / methanol / 0.25 h / 20 °C

3.1: 83 percent / pyridine / 5 h / 20 - 50 °C

With pyridine; hydrogenchloride; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1039/b006113l