1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

Base Information

Chemical Name:1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone
CAS No.:98689-06-6
Molecular Formula:C₁₅H₁₃NO₅
Molecular Weight:287.272
Hs Code.:

Synonyms:1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

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Chemical Property of 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

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Technology Process of 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

There total 5 articles about 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic 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: 70.0%

: 98689-05-5
methyl 1,4,5,6-tetrahydro-2-(acetoxymethyl)-1-<(benzyloxy)carbonyl>-4-oxo-3-pyridinecarboxylate

: 98689-06-6
1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 6.5h; Heating;
DOI:10.1021/jo00223a001

Reference yield:

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

: 98689-06-6
1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

Guidance literature:: Multi-step reaction with 4 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

With pyridine; N-Bromosuccinimide; potassium tert-butylate; 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

: 98689-06-6
1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(hydroxymethyl)-4-oxo-3-pyridinecarboxylic acid γ-lactone

Guidance literature:: Multi-step reaction with 4 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

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