(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

Base Information

Chemical Name:(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide
CAS No.:1245747-47-0
Molecular Formula:C₄₆H₆₀N₂O₃
Molecular Weight:688.994
Hs Code.:

Synonyms:(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

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Chemical Property of (2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

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Technology Process of (2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

There total 10 articles about (2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide 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:

: 1072879-55-0
3,3',5,5'-tetra-t-butyl-4,4'-dimethoxy benzhydrylamine

: 98554-96-2
N-phenyl-α-diazoacetamide

: 100-52-7
benzaldehyde

: 1072878-77-3
N-benzylidene-bis(4-methoxy-3,5-di-tert-butylphenyl)methylamine

: 1245747-47-0
(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

: 1245747-46-9
(2R,3S)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

: 1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

Guidance literature:: 3,3',5,5'-tetra-t-butyl-4,4'-dimethoxy benzhydrylamine; With triphenylborane; (S)-VANOL-B₃; In toluene; at 80 ℃; for 0.5h; Inert atmosphere; Schlenk technique; Sealed tube;

N-phenyl-α-diazoacetamide; benzaldehyde; In toluene; at -20 ℃; for 24h; stereoselective reaction; Inert atmosphere; Schlenk technique; Sealed tube; Molecular sieve;
DOI:10.1021/acs.orglett.7b00697

Reference yield:

: 1072878-77-3
N-benzylidene-bis(4-methoxy-3,5-di-tert-butylphenyl)methylamine

: 98554-96-2
N-phenyl-α-diazoacetamide

: 1245747-47-0
(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

: 1245747-46-9
(2R,3S)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

: 1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

Guidance literature:: With (S)-VANOL-B₃; In toluene; at -20 ℃; for 24h; Overall yield = 74 %; Overall yield = 103 mg; stereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.7b00697

Reference yield:

: (2S,3R)-2-(N-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)amino)octadecane-1,3-diol

: 1245747-47-0
(2S,3R)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

: 1245747-46-9
(2R,3S)-1-(bis(3,5-di-tert-butyl-4-methoxyphenyl)methyl)-N,3-diphenylaziridine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol / 48 h / 20 °C / Sealed tube; Inert atmosphere

2.1: ammonium cerium (IV) nitrate; acetic acid / 3 h / 95 °C

3.1: ammonia; titanium tetrachloride / tetrahydrofuran / 24 h / 0 °C / Reflux; Inert atmosphere

3.2: 12 h / 0 °C / Reflux; Inert atmosphere

4.1: (S)-VANOL-B₃; triphenylborane / toluene / 0.5 h / 80 °C / Inert atmosphere; Schlenk technique; Sealed tube

4.2: 24 h / -20 °C / Inert atmosphere; Schlenk technique; Sealed tube; Molecular sieve

With ammonium cerium (IV) nitrate; triphenylborane; (S)-VANOL-B₃; 10 wt% Pd(OH)2 on carbon; ammonia; hydrogen; titanium tetrachloride; acetic acid; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/acs.orglett.7b00697