(2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

Base Information

Chemical Name:(2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate
CAS No.:875574-98-4
Molecular Formula:C₂₀H₂₄N₂O₆
Molecular Weight:388.42
Hs Code.:

Synonyms:(2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

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Chemical Property of (2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

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Technology Process of (2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

There total 4 articles about (2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate 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: 99.0%

: (2S,5S)-2-But-3-enyl-3-oxo-hexahydro-imidazo[1,2-a]pyridine-1,5-dicarboxylic acid 1-benzyl ester 5-methyl ester

: (2S,5S,8aS)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

: 875574-98-4
(2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

Guidance literature:: (2S,5S)-2-But-3-enyl-3-oxo-hexahydro-imidazo[1,2-a]pyridine-1,5-dicarboxylic acid 1-benzyl ester 5-methyl ester; With ozone; In dichloromethane; at -78 ℃; for 0.166667h;

With triphenylphosphine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol052598r

Reference yield:

: 824943-43-3
(S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester

: 875574-98-4
(2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / Pd/C / ethyl acetate / 4 h / 20 °C

2.1: 4.0 g / BOP; DIPEA / CH₂Cl₂ / 0 °C

3.1: 92 percent / TsOH / toluene / 1 h / Heating

4.1: ozone / CH₂Cl₂ / 0.17 h / -78 °C

4.2: 99 percent / triphenylphosphine / CH₂Cl₂ / 16 h / 20 °C

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ol052598r

Reference yield:

: 875574-58-6
L-allysine ethylene acetal methyl ester

: 875574-98-4
(2S,5S,8aR)-1-benzyl 5-methyl 3-oxo-2-(3-oxopropyl)hexahydroimidazo[1,2-a]pyridine-1,5(5H)-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4.0 g / BOP; DIPEA / CH₂Cl₂ / 0 °C

2.1: 92 percent / TsOH / toluene / 1 h / Heating

3.1: ozone / CH₂Cl₂ / 0.17 h / -78 °C

3.2: 99 percent / triphenylphosphine / CH₂Cl₂ / 16 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/ol052598r