(3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine

Base Information

• Chemical Name: (3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine
• CAS No.: 441297-78-5
• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.287
• Mol file: 441297-78-5.mol

Synonyms:

Chemical Property of (3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine

Chemical Property:

• Boiling Point: 378.8±42.0 °C(Predicted)
• PKA: -0.95±0.20(Predicted)
• Density: 1.168±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine

There total 7 articles about (3aR,7aR)-rel-5-Boc-hexahydro-1-oxo-furo[3,4-c]pyridine 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: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + furo<3,4-c>pyridin-1(3H)-one (4741-42-8) → (syn)-tert-butyl 1-oxohexahydrofuro[3,4-c]pyridine-5(3H)-carboxylate (441297-78-5)

Guidance literature:

furo<3,4-c>pyridin-1(3H)-one; With hydrogenchloride; platinum(IV) oxide; hydrogen; In water; under 2844.39 Torr;

di-tert-butyl dicarbonate; With triethylamine; In methanol; dichloromethane; at 20 ℃; for 16h;

Reference yield: 44.0%

1,3-dioxo-hexahydro-furo[3,4-c]pyridine-5-carboxylic acid tert-butyl ester → 3-oxo-hexahydro-furo[3,4-c]pyridine-5-carboxylic acid tert-butyl ester + (±)-(3aS,7aS)-tert-butyl 1-oxohexahydrofuro[3,4-c]pyridine-5(3H)-carboxylate (441297-78-5)

Guidance literature:

1,3-dioxo-hexahydro-furo[3,4-c]pyridine-5-carboxylic acid tert-butyl ester; With sodium tetrahydroborate; In tetrahydrofuran;

With potassium carbonate; methyl iodide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2004.06.049

Reference yield:

3,4-pyridinecarboxylic acid (490-11-9) → (±)-(3aS,7aS)-tert-butyl 1-oxohexahydrofuro[3,4-c]pyridine-5(3H)-carboxylate (441297-78-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂; aq. HCl / PtO₂

2.1: NaOH

3.1: 100 percent / Ac₂O / tetrahydrofuran

4.1: NaBH₄ / tetrahydrofuran

4.2: 44 percent / MeI; K₂CO₃ / dimethylformamide / 20 °C

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; hydrogen; acetic anhydride; platinum(IV) oxide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.06.049

upstream raw materials:

3,4-pyridinecarboxylic acid

cis-piperidine-3,4-dicarboxylic acid

furo<3,4-c>pyridin-1(3H)-one

di-tert-butyl dicarbonate

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