methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

Base Information

Chemical Name:methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate
CAS No.:515146-01-7
Molecular Formula:C₂₁H₂₇NO₇
Molecular Weight:405.448
Hs Code.:

Synonyms:methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

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Chemical Property of methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

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Technology Process of methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

There total 3 articles about methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate 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: 56.0%

: 183890-38-2
methyl (2S)-N-tert-butoxycarbonyl-6-oxopiperidine-2-carboxylate

: 5437-45-6
Benzyl bromoacetate

: 515146-01-7
methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

Guidance literature:: methyl (2S)-N-tert-butoxycarbonyl-6-oxopiperidine-2-carboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - -30 ℃; for 0.5h;

Benzyl bromoacetate; In tetrahydrofuran; at -78 ℃; for 1.5h; Further stages.;
DOI:10.1039/b207936d

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 515146-01-7
methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / DMAP / acetonitrile / 3 h / 20 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 - -30 °C

2.2: 56 percent / tetrahydrofuran / 1.5 h / -78 °C

With dmap; lithium hexamethyldisilazane; In tetrahydrofuran; acetonitrile;
DOI:10.1039/b207936d

Reference yield:

: 158414-69-8
(-)-(S)-6-oxo-2-piperidinecarboxylic acid methyl ester

: 515146-01-7
methyl (2S,5RS)-N-tert-butoxycarbonyl-5-benzyloxycarbonylmethyl-6-oxopiperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / DMAP / acetonitrile / 3 h / 20 °C

2.1: LHMDS / tetrahydrofuran / 0.5 h / -78 - -30 °C

2.2: 56 percent / tetrahydrofuran / 1.5 h / -78 °C

With dmap; lithium hexamethyldisilazane; In tetrahydrofuran; acetonitrile;
DOI:10.1039/b207936d