(2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate

Base Information

• Chemical Name: (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate
• CAS No.: 609826-54-2
• Molecular Formula: C₁₈H₁₈N₂O₄
• Molecular Weight: 326.352
• Mol file: 609826-54-2.mol

Synonyms:(2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate

Chemical Property of (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate

There total 3 articles about (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate 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: 50.0%

(2S,αR)-3-hydroxy-2-[(α-methylbenzyl)amino]propyl 4-nitrobenzoate (609826-46-2) → (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate (609826-54-2)

Guidance literature:

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at -20 - 20 ℃; for 15h;

DOI:10.1016/S0957-4166(03)00410-5

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate (609826-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / 4-(dimethylamino)pyridine / toluene / 15 h / 20 °C

2: 50 percent / methanesulfonyl chloride; triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / -20 - 20 °C

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(03)00410-5

Reference yield:

(R)-2-[(α-methylbenzyl)amino]-1,3-propanediol (252351-20-5) → (2S,αR)-(1-α-methylbenzyl-2-aziridinyl)methyl 4-nitrobenzoate (609826-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / 4-(dimethylamino)pyridine / toluene / 15 h / 20 °C

2: 50 percent / methanesulfonyl chloride; triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / -20 - 20 °C

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1016/S0957-4166(03)00410-5

upstream raw materials:

(2S,αR)-3-hydroxy-2-[(α-methylbenzyl)amino]propyl 4-nitrobenzoate

4-nitro-benzoyl chloride

(R)-2-[(α-methylbenzyl)amino]-1,3-propanediol

Downstream raw materials:

N-<(R)-(+)-α-methylbenzyl>aziridine-2(S)-methanol