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

Base Information

• Chemical Name: methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(bromomethyl)-4-oxo-3-pyridinecarboxylate
• CAS No.: 98689-04-4
• Molecular Formula: C₁₆H₁₆BrNO₅
• Molecular Weight: 382.211

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

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

methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-methyl-4-oxo-3-pyridinecarboxylate (98689-03-3) → methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(bromomethyl)-4-oxo-3-pyridinecarboxylate (98689-04-4)

Guidance literature:

With pyridine; N-Bromosuccinimide; In benzene; at 80 - 85 ℃; for 0.5h; Irradiation;

DOI:10.1021/jo00223a001

Reference yield:

methyl 1,4,5,6-tetrahydro-2-methyl-4-oxo-3-pyridinecarboxylate (68185-61-5) → methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(bromomethyl)-4-oxo-3-pyridinecarboxylate (98689-04-4)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jo00223a001

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → methyl 1,4,5,6-tetrahydro-1-<(benzyloxy)carbonyl>-2-(bromomethyl)-4-oxo-3-pyridinecarboxylate (98689-04-4)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jo00223a001

upstream raw materials:

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

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

benzyl chloroformate

Downstream raw materials:

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

9-Hydroxy-9-(2-methoxy-phenoxymethyl)-2,12-dioxo-3-oxa-6-aza-tricyclo[6.3.1.0^1,5]dodecane-6-carboxylic acid benzyl ester

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

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

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