(2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine

Base Information

• Chemical Name: (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine
• CAS No.: 1020065-21-7
• Molecular Formula: C₁₈H₂₃N₃O₃
• Molecular Weight: 329.399

Synonyms:(2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine

Chemical Property of (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine

Chemical Property:

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Technology Process of (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine

There total 1 articles about (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine 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: 73.0%

tert-butyl (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine-1-carboxylate (914799-72-7) → (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine (1020065-21-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.333333h; Heating;

DOI:10.1016/j.tet.2008.01.098

Reference yield: 96.0%

(2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine (1020065-21-7) + ethyl chlorocarbonylacetate (36239-09-5) → ethyl 3-[(2R*,3R*)-2-cyano-3-isobutyl-2-({[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}aziridin-1-yl)]-3-oxopropanoate (1020065-29-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/j.tet.2008.01.098

Reference yield: 90.0%

(2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine (1020065-21-7) + t-Boc-L-valine (13734-41-3) → methyl (2S)-2-[({(2R*,3R*)-1-[L-N-(tert-butoxycarbonyl)valyl]-2-cyano-3-isobutylaziridin-2-yl}carbonyl)amino]-3-phenylpropanoate (1020065-28-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2008.01.098

upstream raw materials:

tert-butyl (2R*,3R*)-2-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}-2-cyano-3-isobutylaziridine-1-carboxylate

Downstream raw materials:

methyl (2S)-2-[({(2R*,3R*)-1-[L-N-(tert-butoxycarbonyl)valyl]-2-cyano-3-isobutylaziridin-2-yl}carbonyl)amino]-3-phenylpropanoate

ethyl 3-[(2R*,3R*)-2-cyano-3-isobutyl-2-({[(1S)-1-benzyl-2-methoxy-2-oxoethyl]carbamoyl}aziridin-1-yl)]-3-oxopropanoate

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