(6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol

Base Information

• Chemical Name: (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol
• CAS No.: 1289024-40-3
• Molecular Formula: C₁₆H₁₅F₂NO₂
• Molecular Weight: 291.297

Synonyms:(6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol

Chemical Property of (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol

Chemical Property:

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Technology Process of (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol

There total 2 articles about (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-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: 49.0%

(R,Z)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyridine (1289024-38-9) → 6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol + (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol (1289024-40-3)

Guidance literature:

With water; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In 2-methyl-propan-1-ol; acetone; at 20 ℃; for 50h;

Reference yield:

(6R,9R)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-ol (1190363-49-5) → 6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol + (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol (1289024-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Burgess Reagent / benzene / 1 h / 85 °C / Inert atmosphere

2: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / 2-methyl-propan-1-ol; acetone / 50 h / 20 °C

With Burgess Reagent; water; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In 2-methyl-propan-1-ol; acetone; benzene;

Reference yield: 14.0%

1-(1-(1H-imidazole-1-carbonyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one + (6S,8R,9S)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8,9-diol (1289024-40-3) → (6S,8R,9S)-6-(2,3-difluorophenyl)-8-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate (1289023-71-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 20h; Inert atmosphere;

upstream raw materials:

(6R,9R)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-ol

(R,Z)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyridine

Downstream raw materials:

(6S,8R,9S)-6-(2,3-difluorophenyl)-8-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

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