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

Base Information

Chemical Name:(2R,3S)-ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate
CAS No.:1534390-94-7
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about (2R,3S)-ethyl 2,3-dihydroxy-3-((R)-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:

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

: 1316816-53-1
ethyl 2,3-dihydroxy-3-{(R)-1-[(R)-1-phenylethyl]aziridin-2-yl}propanoate

: 1534390-94-7
(2R,3S)-ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate

Guidance literature:: With methanesulfonamide; AD-mix β; In tert-butyl alcohol; at 0 ℃; for 36h; Temperature; Time; Overall yield = 69 %; diastereoselective reaction;
DOI:10.1055/s-0033-1338545

Reference yield:

: C₁₅H₁₉NO₂

: 1534390-94-7
(2R,3S)-ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate

Guidance literature:: With methanesulfonamide; AD-mix α; In water; tert-butyl alcohol; at 0 ℃; for 24h;

Reference yield:

: 173034-70-3
(1R,2R)-1-(α-methylbenzyl)-2-(hydroxymethyl)aziridine

: 1316816-53-1
ethyl 2,3-dihydroxy-3-{(R)-1-[(R)-1-phenylethyl]aziridin-2-yl}propanoate

: 1534390-94-7
(2R,3S)-ethyl 2,3-dihydroxy-3-((R)-1-((R)-1-phenylethyl)aziridin-2-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.5 h

1.2: 0.5 h / -78 - 0 °C

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

3.1: methanesulfonamide; AD-mix β / tert-butyl alcohol / 36 h / 0 °C

With oxalyl dichloride; methanesulfonamide; AD-mix β; dimethyl sulfoxide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0033-1338545