1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

Base Information

Chemical Name:1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone
CAS No.:98689-07-7
Molecular Formula:C₁₅H₁₅NO₅
Molecular Weight:289.288
Hs Code.:

Synonyms:1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

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Chemical Property of 1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

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Technology Process of 1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

There total 6 articles about 1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone 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:

: 68185-61-5
methyl 1,4,5,6-tetrahydro-2-methyl-4-oxo-3-pyridinecarboxylate

: 98689-07-7
1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) t-BuOK / 1.) DMF, t-BuOH, RT, 3.5 h, 2.) DMF, t-BuOH, RT, 1 h

2: N-bromosuccinimide, pyridine / benzene / 0.5 h / 80 - 85 °C / Irradiation

3: dimethylformamide / 13 h / Ambient temperature

4: 70 percent / p-toluenesulfonic acid / methanol / 6.5 h / Heating

5: 1.) NaBH₄, 2.) benzaldehyde / 1.) THF, pyridine, -15 deg C, 0.5 h, 2.) THF, pyridine, RT, 10 min

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; potassium tert-butylate; benzaldehyde; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00223a001

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 98689-07-7
1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) t-BuOK / 1.) DMF, t-BuOH, RT, 3.5 h, 2.) DMF, t-BuOH, RT, 1 h

2: N-bromosuccinimide, pyridine / benzene / 0.5 h / 80 - 85 °C / Irradiation

3: dimethylformamide / 13 h / Ambient temperature

4: 70 percent / p-toluenesulfonic acid / methanol / 6.5 h / Heating

5: 1.) NaBH₄, 2.) benzaldehyde / 1.) THF, pyridine, -15 deg C, 0.5 h, 2.) THF, pyridine, RT, 10 min

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; potassium tert-butylate; benzaldehyde; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00223a001

Reference yield:

: 98689-03-3
methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-methyl-4-oxo-3-pyridinecarboxylate

: 98689-07-7
1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-piperidinecarboxylic acid γ-lactone

Guidance literature:: Multi-step reaction with 4 steps

1: N-bromosuccinimide, pyridine / benzene / 0.5 h / 80 - 85 °C / Irradiation

2: dimethylformamide / 13 h / Ambient temperature

3: 70 percent / p-toluenesulfonic acid / methanol / 6.5 h / Heating

4: 1.) NaBH₄, 2.) benzaldehyde / 1.) THF, pyridine, -15 deg C, 0.5 h, 2.) THF, pyridine, RT, 10 min

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; benzaldehyde; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00223a001