(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Base Information

Chemical Name:(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol
CAS No.:935554-09-9
Molecular Formula:C₂₄H₃₀N₂O₃Si
Molecular Weight:422.599
Hs Code.:

Synonyms:(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Chemical Property:

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Technology Process of (5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

There total 4 articles about (5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol 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:

: 935553-99-4
(5S)-5-tert-butyldiphenylsilyloxymethyl-5,6-dihydroimidazo[1,5-a]pyridine

: 935554-09-9
(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

: 935554-08-8
(5S,7R,8S)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Guidance literature:: With methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium osmate(VI); In water; tert-butyl alcohol; at 45 ℃; for 48h;
DOI:10.1016/j.tet.2007.01.016

Reference yield:

: 935553-95-0
(R)-(Z)-1-(imidazol-4-yl)pent-1-en-4,5-diol

: 935554-09-9
(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 12 h / -10 °C

2.1: aq. NaOH / acetone / 12 h / 20 °C

2.2: 4-dimethylaminopyridine / pyridine / 12 h / 20 °C

3.1: MeSO₂NH₂; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 48 h / 45 °C

With sodium hydroxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium osmate(VI); In pyridine; water; acetone; tert-butyl alcohol;
DOI:10.1016/j.tet.2007.01.016

Reference yield:

: 935553-93-8
(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

: 935554-09-9
(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. HCl / tetrahydrofuran / 6 h / 40 °C

2.1: pyridine / 12 h / -10 °C

3.1: aq. NaOH / acetone / 12 h / 20 °C

3.2: 4-dimethylaminopyridine / pyridine / 12 h / 20 °C

4.1: MeSO₂NH₂; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 48 h / 45 °C

With hydrogenchloride; sodium hydroxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium osmate(VI); In tetrahydrofuran; pyridine; water; acetone; tert-butyl alcohol;
DOI:10.1016/j.tet.2007.01.016