Technology Process of (2S,3S,4S,5R,6S)-3-((2R,3S,4R,5R,6R)-6-Benzyloxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl)-4,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid benzyl ester
There total 7 articles about (2S,3S,4S,5R,6S)-3-((2R,3S,4R,5R,6R)-6-Benzyloxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl)-4,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
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210755-79-6
(2S,3S,4S,5R,6S)-3-((2R,3S,4R,5R,6R)-6-Benzyloxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl)-4,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid benzyl ester
- Guidance literature:
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Multi-step reaction with 4 steps
1: 86 percent / Et3N, DMAP / CH2Cl2 / Ambient temperature
2: 93 percent / NaH / paraffin; dimethylformamide / 0.67 h
3: CrO3, aq.H2SO4 / acetone / 4 h
4: tetrabutylammonium iodide, KHCO3 / dimethylformamide / Ambient temperature
With
chromium(VI) oxide; dmap; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium hydrogencarbonate; triethylamine;
In
dichloromethane; N,N-dimethyl-formamide; acetone; paraffin;
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210755-77-4
(2R,3R,4R,5S,6R)-2-Benzyloxymethyl-6-[(2S,3R,4S,5R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4,5,6-trimethoxy-tetrahydro-pyran-3-ylmethyl]-4-methoxy-tetrahydro-pyran-3,5-diol
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210755-79-6
(2S,3S,4S,5R,6S)-3-((2R,3S,4R,5R,6R)-6-Benzyloxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl)-4,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid benzyl ester
- Guidance literature:
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Multi-step reaction with 3 steps
1: 93 percent / NaH / paraffin; dimethylformamide / 0.67 h
2: CrO3, aq.H2SO4 / acetone / 4 h
3: tetrabutylammonium iodide, KHCO3 / dimethylformamide / Ambient temperature
With
chromium(VI) oxide; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium hydrogencarbonate;
In
N,N-dimethyl-formamide; acetone; paraffin;
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210755-79-6
(2S,3S,4S,5R,6S)-3-((2R,3S,4R,5R,6R)-6-Benzyloxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl)-4,5,6-trimethoxy-tetrahydro-pyran-2-carboxylic acid benzyl ester
- Guidance literature:
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Multi-step reaction with 7 steps
1: DMAP / pyridine
2: 87 percent / HCl, NaBH3CN, 4 Angstroem molecular sieves / tetrahydrofuran; diethyl ether / 1.5 h
3: 98 percent / sodium / methanol / 0.5 h / Ambient temperature
4: 86 percent / Et3N, DMAP / CH2Cl2 / Ambient temperature
5: 93 percent / NaH / paraffin; dimethylformamide / 0.67 h
6: CrO3, aq.H2SO4 / acetone / 4 h
7: tetrabutylammonium iodide, KHCO3 / dimethylformamide / Ambient temperature
With
chromium(VI) oxide; hydrogenchloride; dmap; 4 A molecular sieve; sulfuric acid; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; potassium hydrogencarbonate; triethylamine;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; paraffin;