4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

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Chemical Name:4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester
CAS No.:1401540-68-8
Molecular Formula:C₂₆H₃₄N₄O₄
Molecular Weight:466.58
Hs Code.:

Synonyms:4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

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Chemical Property of 4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

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Technology Process of 4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

There total 11 articles about 4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid 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:

: 1401540-66-6
4-[({(2S)-5-[(benzyloxy)imino]piperidin-2-yl}carbonyl)amino]piperidine-1-carboxylic acid benzyl ester

: 1174020-19-9
4-[({(2S,5R)-5-[(benzyloxy)amino]-piperidine-2-yl}carbonyl)amino]piperidine-1-carboxylic acid benzyl ester

: 1401540-68-8
4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

Guidance literature:: With sodium tetrahydroborate; sulfuric acid; In tetrahydrofuran; acetonitrile; at -10 ℃; for 21h; Reagent/catalyst; Solvent; Temperature; Time; Overall yield = 79 %; Overall yield = 0.366 g;

Reference yield:

: C₃₆H₅₀N₄O₈

: 1401540-68-8
4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

Guidance literature:: With methanesulfonic acid; In dichloromethane; at 35 - 40 ℃; for 8h; Inert atmosphere;
DOI:10.1021/ol202195n

Reference yield:

: 1174020-15-5
benzyl 4-{[1-(tert-butoxycarbonyl)-5-oxo-L-prolyl]amino}piperidinecarboxylate

: 1401540-68-8
4-[({(2S,5S)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino ]piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / dimethyl sulfoxide / 1 h / 23 °C / Inert atmosphere

1.2: 1 h / 23 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / toluene / 11 h / 80 °C / Inert atmosphere

3.1: lithium borohydride / tetrahydrofuran; methanol; toluene / 1.5 h / -15 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 3 h / 35 °C / Inert atmosphere

5.1: potassium tert-butylate / N,N-dimethyl acetamide / 0.5 h / 18 - 25 °C / Inert atmosphere

5.2: 3.5 h / 20 - 40 °C / Inert atmosphere

6.1: methanesulfonic acid / dichloromethane / 8 h / 35 - 40 °C / Inert atmosphere

With dmap; lithium borohydride; bis(1,5-cyclooctadiene)diiridium(I) dichloride; methanesulfonic acid; potassium tert-butylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide; toluene;
DOI:10.1021/ol202195n