(S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate

Base Information

• Chemical Name: (S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate
• CAS No.: 1236293-03-0
• Molecular Formula: C₁₉H₂₆FNO₆
• Molecular Weight: 383.417
• Mol file: 1236293-03-0.mol

Synonyms:(S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate

Chemical Property of (S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate

There total 2 articles about (S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate 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: 90.0%

fluoromalonic acid diethyl ester (685-88-1) + benzaldehyde N-boc imine (150884-50-7) → (R)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate (1236292-94-6) + (S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate (1236293-03-0)

Guidance literature:

fluoromalonic acid diethyl ester; With (S)-1-(1-(diphenylphosphino)-3-phenylpropan-2-yl)-3-(4-nitrophenyl)thiourea; acrylic acid methyl ester; In dichloromethane; at 20 ℃; for 0.166667h;

benzaldehyde N-boc imine; In diethyl ether; at 20 ℃; for 3h;

DOI:10.1002/anie.201409342

Reference yield:

diethyl 2-(1-(N-tert-butoxycarbonylamino)-1-phenylmethyl)malonate (864871-38-5) → (R)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate (1236292-94-6) + (S)-diethyl 2-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-2-fluoromalonate (1236293-03-0)

Guidance literature:

With sodium hydride; Selectfluor; In tetrahydrofuran; optical yield given as %ee;

DOI:10.1055/s-0029-1218736

upstream raw materials:

diethyl 2-(1-(N-tert-butoxycarbonylamino)-1-phenylmethyl)malonate

fluoromalonic acid diethyl ester

benzaldehyde N-boc imine

Refernces

• 1、 Lee, Ju Hee,Kim, Dae Young. "Organocatalytic highly enantioselective mannich-type reactions of fluoromalonate with n -boc-aldimines". scheme or table. p. 1860 - 1864. Retrieved 2010/08/20.