1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide

Base Information

• Chemical Name: 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide
• CAS No.: 936628-48-7
• Molecular Formula: C₁₃H₁₈N₂O₂
• Molecular Weight: 234.298

Synonyms:1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide

Chemical Property of 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide

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Technology Process of 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide

There total 2 articles about 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide 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: 92.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (2R)-1[(R)-α-methylbenzyl]-2-aziridinecarboxylate ethyl ester (68820-82-6) → 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide (936628-48-7)

Guidance literature:

With trimethylaluminum; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2007.02.045

Reference yield: 89.0%

N,0-dimethylhydroxylamine (1117-97-1) + [1'(R)-α-methylbenzyl]aziridine-2(R)-carboxylate (-)-menthol ester (397849-98-8,397849-97-7) → 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide (936628-48-7)

Guidance literature:

With isopropylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/S0385-5414(07)81100-2

Reference yield: 90.0%

1-{(2R)-1-[(1R)-1-phenylethyl]-aziridine}-2-carboxylic acid methoxy methyl amide (936628-48-7) + allylmagnesium bromide (1730-25-2) → 1-{(2R)-1-[(1R)-1-phenylethyl]-aziridin-2-yl}-3-buten-1-one (910655-39-9)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tet.2007.02.045

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

(2R)-1[(R)-α-methylbenzyl]-2-aziridinecarboxylate ethyl ester

N,0-dimethylhydroxylamine

[1'(R)-α-methylbenzyl]aziridine-2(R)-carboxylate (-)-menthol ester

Downstream raw materials:

1-{(2R)-1-[(1R)-1-phenylethyl]-aziridin-2-yl}-3-buten-1-one

(1R)-1-{(2R)-1-[(1R)-1-phenylethyl]-aziridin-2-yl}-3-buten-1-ol

(1S)-1-{(2R)-1-[(1R)-1-phenylethyl]-aziridin-2-yl}-3-buten-1-ol

(2S,3R)-2-[(1R)-1-phenylethylamino]-1-phenylsulfanyl-5-hexen-3-ol

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