(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

Base Information

Chemical Name:(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate
CAS No.:1316816-61-1
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

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Chemical Property of (2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

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Technology Process of (2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

There total 2 articles about (2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate 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: 63.0%

: 3-[1-(1'R)-phenylethylaziridin-2(R)-yl]acrylic acid ethyl ester

: 1316816-61-1
(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

: 1607822-20-7
C₁₅H₂₁NO₄

Guidance literature:: With methanesulfonamide; AD-mix-α; water; In tert-butyl alcohol; at 0 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; diastereoselective reaction;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield:

: 173143-73-2
N-<(R)-(+)-α-methylbenzyl>aziridine-2(S)-methanol

: 1316816-61-1
(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

: 1607822-20-7
C₁₅H₂₁NO₄

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / 1 h / -78 - 0 °C

2: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C

3: methanesulfonamide; AD-mix-α; water / tert-butyl alcohol / 24 h / 0 °C

With oxalyl dichloride; methanesulfonamide; AD-mix-α; water; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 3: |Sharpless Dihydroxylation;
DOI:10.1016/j.tetasy.2014.02.009

Reference yield: 72.0%

: 1316816-61-1
(2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate

: 1316816-62-2
((2S,3S,4R)-3,4-dihydroxy-5-oxo-1-((R)-1-phenylethyl)pyrrolidin-2-yl)methyl acetate

Guidance literature:: (2R,3S)-ethyl 2,3-dihydroxy-3-((S)-1-((R)-1 phenylethyl)aziridin-2-yl)propanoate; With acetic acid; In dichloromethane; at 20 ℃; for 12h;

In dichloromethane; toluene; at 90 ℃; for 12h; regioselective reaction;
DOI:10.1016/j.tetasy.2014.02.009