(+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

Base Information

Chemical Name:(+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine
CAS No.:274676-97-0
Molecular Formula:C₂₂H₂₂NO₂PS
Molecular Weight:395.462
Hs Code.:

Synonyms:(+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

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Chemical Property of (+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

Chemical Property:

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Technology Process of (+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

There total 4 articles about (+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine 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: 29.0%

: 50444-99-0
(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate

: (+/-)-cis-2-diphenylphosphoryl-3-methylaziridine

: 274676-98-1
(+)-(Ss,2R,3S)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

: 274676-97-0
(+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

Guidance literature:: (+/-)-cis-2-diphenylphosphoryl-3-methylaziridine; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate; In tetrahydrofuran; at 20 ℃; for 22h; Further stages.;
DOI:10.1021/jo9915426

Reference yield:

: 163930-89-0
E-2-azido-1-propenyldiphenylphosphine oxide

: 274676-97-0
(+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / toluene / 1 h / Heating

2.1: 85 percent / NaBH₄ / ethanol / 2 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C

3.2: 29 percent / tetrahydrofuran / 22 h / 20 °C

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; ethanol; toluene; 1.1: Cyclization / 2.1: Reduction / 3.1: Metallation / 3.2: Substitution;
DOI:10.1021/jo9915426

Reference yield:

: 274676-92-5
3-methyl-2H-azirin-2-yl diphenylphosphine oxide

: 274676-97-0
(+)-(Ss,2S,3R)-2-diphenylphosphoryl-3-methyl-N-p-toluenesulfinylaziridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / NaBH₄ / ethanol / 2 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C

2.2: 29 percent / tetrahydrofuran / 22 h / 20 °C

With sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; ethanol; 1.1: Reduction / 2.1: Metallation / 2.2: Substitution;
DOI:10.1021/jo9915426