benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate

Base Information

• Chemical Name: benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate
• CAS No.: 1620240-17-6
• Molecular Formula: C₁₉H₂₅F₃N₂O₄
• Molecular Weight: 402.414

Synonyms:benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate

Chemical Property of benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate

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Technology Process of benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate

There total 2 articles about benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-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: 43.0%

cis-3-(Boc-amino)-5-(trifluoromethyl)piperidine (1187055-62-4) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate (1620240-17-6)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 2.5h;

Reference yield:

tert-butyl [5-(trifluoromethyl)piperidin-3-yl]carbamate (1187055-62-4) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate (1620240-17-6) + benzyl (3R,5S)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate (1620240-18-7)

Guidance literature:

With sodium hydrogencarbonate; In water; at 20 ℃; for 2h; Overall yield = 43 %; Overall yield = 6.51 g;

Reference yield: 100.0%

benzyl (3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidine-1-carboxylate (1620240-17-6) → tert-butyl [(3S,5R)-5-(trifluoromethyl)piperidin-3-yl]carbamate (1620012-51-2,1187055-62-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 2h; under 1292.9 Torr;

upstream raw materials:

tert-butyl [5-(trifluoromethyl)piperidin-3-yl]carbamate

benzyl chloroformate

cis-3-(Boc-amino)-5-(trifluoromethyl)piperidine

Downstream raw materials:

tert-butyl [(3S,5R)-5-(trifluoromethyl)piperidin-3-yl]carbamate

benzyl {2-[({4-[(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidin-1-yl]pyridin-3-yl}amino)carbonyl]-7-morpholin-4-ylquinolin-3-yl}carbamate

benzyl [2-[({4-[(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidin-1-yl]pyridin-3-yl}amino)carbonyl]-7-(4-methylpiperazin-1-yl)quinolin-3-yl]carbamate

benzyl {7-bromo-2-[({4-[(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-(trifluoromethyl)piperidin-1-yl]pyridin-3-yl}amino)carbonyl]quinolin-3-yl}carbamate

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