(3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

Base Information

Chemical Name:(3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester
CAS No.:246043-59-4
Molecular Formula:C₁₆H₂₀BrNO₃
Molecular Weight:354.244
Hs Code.:

Synonyms:(3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

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Chemical Property of (3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

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Technology Process of (3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

There total 11 articles about (3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl 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: 60.0%

: 127633-58-3
(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

: 246043-59-4
(3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

Guidance literature:: With tributylphosphine; In tetrahydrofuran;
DOI:10.1016/S0040-4039(01)93875-4

Reference yield:

: (RS)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

: 127633-49-2,132618-99-6,132619-00-2
(3RS,5S)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

: 246043-59-4
(3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

Guidance literature:: With hydrogenchloride; tributylphosphine; In tetrahydrofuran; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00102a031

Reference yield:

: 4654-39-1
4-bromophenethanol

: 246043-59-4
(3RS,5R)-5-<2-(4-Bromophenyl)ethyl>-2-oxo-3-piperidinecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N

2: 90 percent / NaH

3: 75 percent / LiAlH₄ / diethyl ether

4: with porcine pancreatic lipase (PPL, Sigma type II, no. 3126)

5: 88 percent / NaN₃ / dimethylformamide

6: 88 percent / HOAc / tetrahydrofuran; H₂O

7: Et₃N

8: NaH, NaI

9: 60 percent / Bu₃P / tetrahydrofuran

With lithium aluminium tetrahydride; sodium azide; tributylphosphine; sodium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93875-4