(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine

Base Information

• Chemical Name: (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine
• CAS No.: 1072879-80-1
• Molecular Formula: C₃₀H₃₅NO₄
• Molecular Weight: 473.612
• Mol file: 1072879-80-1.mol

Synonyms:(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine

Chemical Property of (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine

There total 6 articles about (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine 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: 100.0%

diazoacetic acid ethyl ester (623-73-4) + 3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine (1072879-54-9) + benzaldehyde (100-52-7) → (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine (1072879-80-1)

Guidance literature:

3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine; With triphenylborane; (R)-t-Bu₂VANOL; In toluene; at 80 ℃; for 0.5h; Inert atmosphere;

diazoacetic acid ethyl ester; benzaldehyde; In toluene; at 25 ℃; for 24h; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1002/ejoc.201301766

Reference yield: 99.0%

diazoacetic acid ethyl ester (623-73-4) + N-phenylmethylidene-1,1-bis(4-methoxy-3,5-dimethylphenyl)methylamine (1072879-63-0) → (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine (1072879-80-1)

Guidance literature:

With (S)-VANOL-B₃; In toluene; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ja103863j

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + C19H25NO2*C52H34B3O7(1-)*H(1+) + benzaldehyde (100-52-7) → (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-carboxyethyl-3-phenylaziridine (1072879-80-1)

Guidance literature:

In toluene; at 25 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol202472z

upstream raw materials:

diazoacetic acid ethyl ester

N-phenylmethylidene-1,1-bis(4-methoxy-3,5-dimethylphenyl)methylamine

benzaldehyde

3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine

Downstream raw materials:

ethyl (3S,2R)-3-phenylaziridine-2-carboxylate

(2R,3S)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester

(2R,3S)-ethyl 2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-phenylpropanoate

2-tert-butoxycarbonylamino-3-phenyl-propionic acid ethyl ester