(trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide

Base Information

• Chemical Name: (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide
• CAS No.: 143577-37-1
• Molecular Formula: BrH*C₁₃H₁₅NO₃
• Molecular Weight: 314.179
• Mol file: 143577-37-1.mol

Synonyms:(trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide

Chemical Property of (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide

There total 5 articles about (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide 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: 77.0%

dimethyl 5-benzyl-N-methoxycarbonyl-4-oxo-piperidine-2,2-dicarboxylate (143425-03-0) → (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide (143577-37-1)

Guidance literature:

With hydrogen bromide; acetic acid; In water; for 5h; Heating;

DOI:10.1002/ardp.19923250709

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide (143577-37-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / tert-butyldimethyl silyl triflate (TBDMS-triflate) / CH₂Cl₂ / 7 h / -78 °C

2: 81 percent / p-toluenesulfonic acid (p-TsOH) / toluene / 1.5 h / Heating

3: 81 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate / 2 h / 3750.3 Torr / Ambient temperature

4: 77 percent / HBr, AcOH / H₂O / 5 h / Heating

With t-butyldimethylsiyl triflate; hydrogen bromide; hydrogen; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; toluene;

DOI:10.1002/ardp.19923250709

Reference yield:

dimethyl 4-t-butyldimethylsiloxy-N-methoxycarbonyl-1,2,3,6-tetrahydropyridine-2,2-carboxylate (143424-94-6) → (trans)-5-benzyl-4-oxo-piperidine-2-carboxylic acid hydrobromide (143577-37-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / tert-butyldimethyl silyl triflate (TBDMS-triflate) / CH₂Cl₂ / 7 h / -78 °C

2: 81 percent / p-toluenesulfonic acid (p-TsOH) / toluene / 1.5 h / Heating

3: 81 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate / 2 h / 3750.3 Torr / Ambient temperature

4: 77 percent / HBr, AcOH / H₂O / 5 h / Heating

With t-butyldimethylsiyl triflate; hydrogen bromide; hydrogen; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; toluene;

DOI:10.1002/ardp.19923250709

upstream raw materials:

dimethyl 5-benzyl-N-methoxycarbonyl-4-oxo-piperidine-2,2-dicarboxylate

benzaldehyde dimethyl acetal

dimethyl 4-t-butyldimethylsiloxy-N-methoxycarbonyl-1,2,3,6-tetrahydropyridine-2,2-carboxylate

dimethyl (E)-5-benzylidene-N-methoxycarbonyl-4-oxo-piperidine-2,2-dicarboxylate

Downstream raw materials:

benzyl 4-syn-4-benzyl-7-oxo-6-oxa-2-azabicyclo<3.2.1>octane-2-carboxylate

(2,4-cis/2,5-trans)-5-benzyl-4-hydroxy-piperidine-2-carboxylic acid hydrochloride