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

Base Information

Chemical Name:methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-methyl-4-oxo-3-pyridinecarboxylate
CAS No.:98689-03-3
Molecular Formula:C₁₆H₁₇NO₅
Molecular Weight:303.315
Hs Code.:

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

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Chemical Property of methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-methyl-4-oxo-3-pyridinecarboxylate

Chemical Property:

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Technology Process of methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-methyl-4-oxo-3-pyridinecarboxylate

There total 1 articles about methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-methyl-4-oxo-3-pyridinecarboxylate 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

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

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

Guidance literature:: With potassium tert-butylate; Yield given. Multistep reaction; 1.) DMF, t-BuOH, RT, 3.5 h, 2.) DMF, t-BuOH, RT, 1 h;
DOI:10.1021/jo00223a001

Reference yield:

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

: 98689-04-4
methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(bromomethyl)-4-oxo-3-pyridinecarboxylate

Guidance literature:: With pyridine; N-Bromosuccinimide; In benzene; at 80 - 85 ℃; for 0.5h; Irradiation;
DOI:10.1021/jo00223a001

Reference yield:

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

: 98689-10-2
9-Hydroxy-9-(2-methoxy-phenoxymethyl)-3-oxa-6-aza-tricyclo[6.3.1.0^1,5]dodecane-2,12-dione

Guidance literature:: Multi-step reaction with 6 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

5: 79.5 percent / t-BuOK / 2-methyl-propan-2-ol; benzene / 2 h / Ambient temperature

6: 77.5 percent / H₂ / 5percent Pd/C / acetic acid / 3 h / 760 Torr

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; potassium tert-butylate; hydrogen; benzaldehyde; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/jo00223a001