(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester
CAS No.:79996-65-9
Molecular Formula:C₁₇H₂₀N₂O₆
Molecular Weight:348.356
Hs Code.:

Synonyms:(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

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Technology Process of (5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

There total 11 articles about (5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester 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: 57.0%

: 619-73-8
4-nitrobenzyl chloride

: 79996-64-8,80040-48-8
(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carbonyl chloride

: 79996-65-9
(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; 1) room temperature, 0.5 h; 2) 50 - 55 deg C, 5 h; 3) room temperature, 13 h;
DOI:10.1021/ja00415a026

Reference yield:

: 79996-62-6
(E)-4,6-heptadien-3-ol

: 79996-65-9
(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 2.) trifluoroacetic acid / 1) ether; 2) 16 h

2: 83 percent / acetone / 18 h / Heating

3: pyridine / CH₂Cl₂ / 16 h / Heating

4: 46 percent / various solvent(s) / 2.5 h / 230 - 240 °C

5: 99 percent / hydrogen / Pd/C / ethyl acetate / 3 h / Ambient temperature

6: 95 percent / aq. NaOH / methanol / 2.5 h / Ambient temperature

7: 91 percent / phosphorus pentachloride / diethyl ether / 0.5 h / 40 - 45 °C

8: 57 percent / triethylamine / tetrahydrofuran / 1) room temperature, 0.5 h; 2) 50 - 55 deg C, 5 h; 3) room temperature, 13 h

With pyridine; sodium hydroxide; phosphorus pentachloride; hydrogen; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/ja00415a026

Reference yield:

: 79996-63-7
(E)-1-ethyl-2,4-pentadienyl carbamate

: 79996-65-9
(5R,8aR)-1-Ethyl-3-oxo-hexahydro-oxazolo[3,4-a]pyridine-5-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / acetone / 18 h / Heating

2: pyridine / CH₂Cl₂ / 16 h / Heating

3: 46 percent / various solvent(s) / 2.5 h / 230 - 240 °C

4: 99 percent / hydrogen / Pd/C / ethyl acetate / 3 h / Ambient temperature

5: 95 percent / aq. NaOH / methanol / 2.5 h / Ambient temperature

6: 91 percent / phosphorus pentachloride / diethyl ether / 0.5 h / 40 - 45 °C

7: 57 percent / triethylamine / tetrahydrofuran / 1) room temperature, 0.5 h; 2) 50 - 55 deg C, 5 h; 3) room temperature, 13 h

With pyridine; sodium hydroxide; phosphorus pentachloride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/ja00415a026