(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

Base Information

Chemical Name:(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester
CAS No.:862177-18-2
Molecular Formula:C₃₇H₃₄N₂O₈
Molecular Weight:634.686
Hs Code.:

Synonyms:(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

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Chemical Property of (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

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Technology Process of (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

There total 7 articles about (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl 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:

: 862177-26-2
(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester 2-tert-butyl ester

: 862177-18-2
(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ol0507672

Reference yield:

: 147489-30-3
(2S)-5-oxopiperidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

: 862177-18-2
(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: KCN / dimethylformamide; H₂O / 4 h / 60 °C

2.1: 2.6 g / DMAP / tetrahydrofuran / 3 h / 20 °C

3.1: 91 percent / aq. KOH / tetrahydrofuran / 0.5 h / 20 °C

4.1: DIPEA; TMSCl / CH₂Cl₂ / 1.5 h / Heating

4.2: 91 percent / CH₂Cl₂ / 40 h / 0 - 20 °C / 91

5.1: 88 percent / DMAP / CH₂Cl₂ / 48 h / 0 - 20 °C

6.1: TFA / CH₂Cl₂ / 3 h / 20 °C

With dmap; potassium cyanide; potassium hydroxide; chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Bucherer-Bergs reaction;
DOI:10.1021/ol0507672

Reference yield:

: 862177-22-8
(2S,5S)-5-aminopiperidine-1,2,5-tricarboxylic acid 1-benzyl ester 2-tert-butyl ester

: 862177-18-2
(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIPEA; TMSCl / CH₂Cl₂ / 1.5 h / Heating

1.2: 91 percent / CH₂Cl₂ / 40 h / 0 - 20 °C / 91

2.1: 88 percent / DMAP / CH₂Cl₂ / 48 h / 0 - 20 °C

3.1: TFA / CH₂Cl₂ / 3 h / 20 °C

With dmap; chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol0507672