4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester
• CAS No.: 1174020-21-3
• Molecular Formula: C₂₇H₃₂N₄O₅
• Molecular Weight: 492.575
• Mol file: 1174020-21-3.mol

Synonyms:4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester

Chemical Property of 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester

There total 14 articles about 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-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: 97.0%

bis(trichloromethyl) carbonate (32315-10-9) + 4-[({(2S,5R)-5-[(benzyloxy)amino]-piperidine-2-yl}carbonyl)amino]piperidine-1-carboxylic acid benzyl ester (1174020-19-9) → 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester (1174020-21-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -10 - 25 ℃; for 1h;

Reference yield: 94.0%

benzyl 4-[({(2S,5R)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino]piperidine-1-carboxylate mono-tosylate (1174020-20-2) → 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester (1174020-21-3)

Guidance literature:

benzyl 4-[({(2S,5R)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino]piperidine-1-carboxylate mono-tosylate; With sodium hydrogencarbonate; In dichloromethane; water; for 0.5h;

With bis(trichloromethyl) carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 10 ℃; for 0.5h;

Reference yield: 87.0%

bis(trichloromethyl) carbonate (32315-10-9) + benzyl 4-[({(2S,5R)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino]piperidine-1-carboxylate tosylate → 4-({[(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-yl]carbonyl}amino)piperidine-1-carboxylic acid benzyl ester (1174020-21-3)

Guidance literature:

benzyl 4-[({(2S,5R)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino]piperidine-1-carboxylate tosylate; With sodium hydrogencarbonate; In dichloromethane; for 0.5h; Inert atmosphere;

bis(trichloromethyl) carbonate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With phosphoric acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol202195n

upstream raw materials:

benzyl 4-[({(2S,5R)-5-[(benzyloxy)amino]piperidin-2-yl}carbonyl)amino]piperidine-1-carboxylate mono-tosylate

benzyl 4-aminopiperidine-1-carboxylate

tert-butyl (2S)-2-[({1-[(benzyloxy)carbonyl]piperidin-4-yl}amino)carbonyl]-5-oxopiperidine-1-carboxylate

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

Downstream raw materials:

(2S,5R)-sulfuric acid mono{[(4-aminopiperidin-4-yl)carbonyl]-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl}ester