1-benzoylpiperidine-cis-3,4-diol acetonide

Base Information

• Chemical Name: 1-benzoylpiperidine-cis-3,4-diol acetonide
• CAS No.: 80477-56-1
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 80477-56-1.mol

Synonyms:

Chemical Property of 1-benzoylpiperidine-cis-3,4-diol acetonide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzoylpiperidine-cis-3,4-diol acetonide

There total 9 articles about 1-benzoylpiperidine-cis-3,4-diol acetonide 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: 97.4%

1-benzoylpiperidine-cis-3,4-diol (71785-93-8,80477-55-0,91641-59-7,130558-25-7) + 2,2-dimethoxy-propane (77-76-9) → 1-benzoylpiperidine-cis-3,4-diol acetonide (80477-56-1,80477-62-9)

Guidance literature:

With 4 A molecular sieve; toluene-4-sulfonic acid; In acetone; for 5h; Heating;

DOI:10.1248/cpb.29.3026

Reference yield: 78.0%

trans-1-benzoyl-3,4-dihydroxypiperidine (71785-93-8,80477-55-0,91641-59-7,130558-25-7) + 2,2-dimethoxy-propane (77-76-9) → 1-benzoylpiperidine-trans-3,4-diol acetonide (80477-56-1,80477-62-9)

Guidance literature:

With 4 A molecular sieve; Bis(p-nitrophenyl) phosphate; for 3h; Heating;

DOI:10.1248/cpb.29.3026

Reference yield:

1,2,3,6-tetrahydropyridine (694-05-3) → 1-benzoylpiperidine-trans-3,4-diol acetonide (80477-56-1,80477-62-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88.3 percent / 10percent NaOH / H₂O / 2 h / 0 °C

2: 92 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

3: 46 percent / 5percent K₂CO₃ / ethanol; H₂O / 3 h / Heating

4: 78 percent / molecular sieve 4 Angstroem, bis(p-nitrophenyl)phosphate / 3 h / Heating

With sodium hydroxide; 4 A molecular sieve; Bis(p-nitrophenyl) phosphate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water;

DOI:10.1248/cpb.29.3026

upstream raw materials:

trans-1-benzoyl-3,4-dihydroxypiperidine

2,2-dimethoxy-propane

1,2,3,6-tetrahydropyridine

7-oxa-3-azabicyclo[4.1.0]heptan-3-yl(phenyl)methanone

Refernces