1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

Base Information

Chemical Name:1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol
CAS No.:316807-99-5
Molecular Formula:C₄₈H₇₁NO₉Si₂
Molecular Weight:862.264
Hs Code.:

Synonyms:1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

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Chemical Property of 1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

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Technology Process of 1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

There total 7 articles about 1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol 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: 36.0%

: 316807-96-2
3-bromo-2,6-bis-(tert-butyl-dimethyl-silanyloxymethyl)-pyridine

: (3S,4R)-3,4,5-Tris-(4-methoxy-benzyloxy)-pentanal

: 316807-99-5
1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

: 1R-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2.5h;
DOI:10.1016/j.bioorg.2003.09.001

Reference yield:

: 3430-31-7
3-bromo-2,6-dimethylpyridine

: 316807-99-5
1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 29.8 g / KMnO₄ / H₂O / 12 h / 90 °C

2: thionyl chloride / 4 h / Heating

3: 25.0 g / 1 h / Heating

4: 77 percent / NaBH₄ / ethanol / 16 h / Heating

5: 98 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 - 20 °C

6: 36 percent / n-BuLi / hexane; tetrahydrofuran / 2.5 h / -78 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; potassium permanganate; n-butyllithium; thionyl chloride; In tetrahydrofuran; ethanol; hexane; dichloromethane; water;
DOI:10.1016/j.bioorg.2003.09.001

Reference yield:

: 108-48-5
2,6-dimethylpyridine

: 316807-99-5
1S-[2,6-bis-(tetr-butyl-dimethyl-silanyloxymethyl)-pyridin-3-yl]-3S,4R,5-tris-(4-methoxy-benzyloxy)-pentan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 57 percent / oleum; bromine / 18 h / 150 °C

2: 29.8 g / KMnO₄ / H₂O / 12 h / 90 °C

3: thionyl chloride / 4 h / Heating

4: 25.0 g / 1 h / Heating

5: 77 percent / NaBH₄ / ethanol / 16 h / Heating

6: 98 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 - 20 °C

7: 36 percent / n-BuLi / hexane; tetrahydrofuran / 2.5 h / -78 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; potassium permanganate; n-butyllithium; thionyl chloride; sulfuric acid; bromine; In tetrahydrofuran; ethanol; hexane; dichloromethane; water;
DOI:10.1016/j.bioorg.2003.09.001