2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

Base Information

Chemical Name:2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate
CAS No.:168567-26-8
Molecular Formula:C₄₇H₈₈INO₁₃SSi₄
Molecular Weight:1146.53
Hs Code.:

2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

Synonyms:2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

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Chemical Property of 2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

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Technology Process of 2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

There total 23 articles about 2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate 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: 62.0%

: 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

: 168567-25-7
2-(trimethylsilyl)ethyl <(2,4,6-trideoxy-3-O-(triethylsilyl)-4-thio-β-D-ribo-hexopyranosyl)oxy>carbamate

: 168567-26-8
2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1021/ja00126a013

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 168567-26-8
2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / pyridine, DMAP / CH₂Cl₂ / 14 h / Ambient temperature

2: 84 percent / i-Bu₂AlH / toluene; hexane / 0 °C

3: 92 percent / NaH₂PO₄*H₂O, NaClO₂, 2-methyl-2-butene / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature

4: (COCl)2 / CH₂Cl₂ / 2 h / Ambient temperature

5: 62 percent / DMAP, Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1021/ja00126a013

Reference yield:

: 20160-60-5
2-(trimethylsilyl)-ethoxycarbonyl chloride

: 168567-26-8
2,4,6-trideoxy-1-O-<<2-(tromethylsilyl)ethyl>amino>-3-O-(triethylsilyl)-4-β-D-ribo-hexopyranosyl-4-<(6-deoxy-2,4-O,O-bis(triethylsilyl)-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylthiobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / NH₂OH*HCl, aq. NaOH / dioxane / 14 h

2: 35 percent / PPh₃*HBr / CH₂Cl₂ / 0.33 h / Ambient temperature

3: 89 percent / EtSH, K₂CO₃ / methanol / 0.17 h / Ambient temperature

4: 62 percent / DMAP, Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

With dmap; sodium hydroxide; hydroxylamine hydrochloride; triphenylphosphine hydrobromide; potassium carbonate; triethylamine; ethanethiol; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/ja00126a013