diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

Base Information

Chemical Name:diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate
CAS No.:945676-53-9
Molecular Formula:C₁₅H₂₄NO₄P
Molecular Weight:313.334
Hs Code.:

Synonyms:diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

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Chemical Property of diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

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Technology Process of diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

There total 3 articles about diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate 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: 37.0%

: 182370-58-7
(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde

: 762-04-9
phosphonic acid diethyl ester

: 945676-54-0
diethyl (R)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

: 945676-53-9
diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

Guidance literature:: With triethylamine; at 20 ℃; for 72h;
DOI:10.1016/j.tetasy.2007.04.021

Reference yield:

: 68820-69-9
methyl (2R,1'S)-1-(1'-phenyl-ethyl)-aziridine-2-carboxylate

: 945676-53-9
diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / NaBH₄; LiCl / 16 h / 0 - 20 °C

2: DMSO; (COCl)2 / 1 h / -78 °C

3: 29 percent / NEt₃ / 72 h / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium chloride; 2: Swern oxidation;
DOI:10.1016/j.tetasy.2007.04.021

Reference yield:

: 245362-53-2
(2R)-N-[(1S)-phenylethyl]-2-hydroxymethyl aziridine

: 945676-53-9
diethyl (S)-hydroxy{(R)-1-[(S)-1-phenylethyl]aziridin-2-yl}methylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: DMSO; (COCl)2 / 1 h / -78 °C

2: 29 percent / NEt₃ / 72 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; 1: Swern oxidation;
DOI:10.1016/j.tetasy.2007.04.021