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

Base Information

Chemical Name:Methyl 2,6-dideoxy-4-O-[4-(6-deoxy-3-O-methyl-2,4-bis-O-triethylsilyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-3-O-(tetrahydropyran-2-yl)-α-D-ribo-hexopyranoside
CAS No.:220098-57-7
Molecular Formula:C₄₁H₇₁IO₁₃Si₂
Molecular Weight:955.082
Hs Code.:

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

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

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

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

There total 10 articles about Methyl 2,6-dideoxy-4-O-[4-(6-deoxy-3-O-methyl-2,4-bis-O-triethylsilyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-3-O-(tetrahydropyran-2-yl)-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: 67.0%

: 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

: (2R,3R,4S,6S)-6-Methoxy-2-methyl-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-ol

: 220098-57-7
Methyl 2,6-dideoxy-4-O-[4-(6-deoxy-3-O-methyl-2,4-bis-O-triethylsilyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-3-O-(tetrahydropyran-2-yl)-α-D-ribo-hexopyranoside

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0040-4039(98)02257-6

Reference yield: 67.0%

: 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

: methyl 2,6-dideoxy-3-O-(tetrahydro-2H-2-pyranyl)-D-ribo-hexopyranoside

: 220098-57-7
Methyl 2,6-dideoxy-4-O-[4-(6-deoxy-3-O-methyl-2,4-bis-O-triethylsilyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-3-O-(tetrahydropyran-2-yl)-α-D-ribo-hexopyranoside

Guidance literature:: methyl 2,6-dideoxy-3-O-(tetrahydro-2H-2-pyranyl)-D-ribo-hexopyranoside; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.16667h;

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; In tetrahydrofuran; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1039/b006113l

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 220098-57-7
Methyl 2,6-dideoxy-4-O-[4-(6-deoxy-3-O-methyl-2,4-bis-O-triethylsilyl-α-L-mannopyranosyloxy)-3-iodo-5,6-dimethoxy-2-methylbenzoyl]-3-O-(tetrahydropyran-2-yl)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / DMAP; pyridine / CH₂Cl₂ / 1 h / 20 °C

2.1: (COCl)2 / CH₂Cl₂ / 1 h / 20 °C

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

3.2: 67 percent / tetrahydrofuran / 0.5 h / 20 °C

With pyridine; dmap; oxalyl dichloride; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b006113l