((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

Base Information

Chemical Name:((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate
CAS No.:1312700-32-5
Molecular Formula:C₁₆H₁₉NO₃
Molecular Weight:273.332
Hs Code.:

Synonyms:((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

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Chemical Property of ((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

Chemical Property:

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Technology Process of ((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

There total 12 articles about ((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate 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:

: 1312700-36-9
C₉H₁₅NO₂

: 98-88-4
benzoyl chloride

: 1312700-32-5
((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

: ((8R,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h; optical yield given as %de;
DOI:10.1016/j.tetasy.2011.03.009

Reference yield:

: 1312700-24-5
tert-butyl (2S)-2-(1,2-dihydroxyethyl)pyrrolidine-1-carboxylate

: 1312700-32-5
((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: di(n-butyl)tin oxide / toluene / 8 h / 80 °C / Inert atmosphere

1.2: 16 h / 80 °C / Inert atmosphere

2.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide / water; ethyl acetate; toluene / 1 h / 0 °C

3.1: tetrahydrofuran / 4 h / -10 °C

4.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C

4.2: pH 7

5.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

5.2: 3 h / 0 °C / Inert atmosphere

6.1: Grubbs catalyst first generation / dichloromethane / 6 h / 50 °C

7.1: palladium on carbon; hydrogen / methanol / 2 h / 20 °C

8.1: triethylamine / dichloromethane / 2 h / 20 °C

With 4-methyl-morpholine; Grubbs catalyst first generation; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium on carbon; hydrogen; chloroformic acid ethyl ester; di(n-butyl)tin oxide; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; sodium bromide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene; 3.1: Wittig reaction;
DOI:10.1016/j.tetasy.2011.03.009

Reference yield:

: 1312700-22-3
(S)-1-(2-(3-(benzyloxy)prop-1-en-2-yl)pyrrolidin-1-yl)but-3-en-1-one

: 1312700-32-5
((8S,8aS)-5-oxo-octahydroindolizin-8-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: Grubbs catalyst first generation / dichloromethane / 6 h / 50 °C

2: palladium on carbon; hydrogen / methanol / 2 h / 20 °C

3: triethylamine / dichloromethane / 2 h / 20 °C

With Grubbs catalyst first generation; palladium on carbon; hydrogen; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tetasy.2011.03.009