(E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

Base Information

Chemical Name:(E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester
CAS No.:189291-24-5
Molecular Formula:C₂₁H₃₁NO₄S
Molecular Weight:393.547
Hs Code.:

Synonyms:(E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

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Chemical Property of (E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

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Technology Process of (E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

There total 1 articles about (E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester 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:

: 86302-43-4,35000-38-5
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 187532-12-3
(2S,3S)-3-Isopropyl-N-(2,4,6-trimethylphenylsulfonyl)-2-vinylaziridine

: 189291-24-5
(E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

: tert-butyl (4S,5S,2Z)-4,5-epimino-6-methyl-N-[(2,4,6-trimethylphenyl)sulfonyl]hept-2-enoate

Guidance literature:: With ozone; zinc; Yield given. Multistep reaction. Yields of byproduct given; 1) AcOEt, -78 deg C; 2) AcOEt, -78 --> 0 deg C, 30 min; 3) AcOEt, 0 deg C, 1 h;
DOI:10.1021/jo962094u

Reference yield: 86.7%

: 189291-24-5
(E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

: 189291-18-7
(E)-3-[(2R,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/0040-4039(96)00403-0

Reference yield:

: 189291-24-5
(E)-3-[(2S,3S)-3-Isopropyl-1-(2,4,6-trimethyl-benzenesulfonyl)-aziridin-2-yl]-acrylic acid tert-butyl ester

: tert-butyl (2R,5S,3E)-6-methyl-2-(2-methylpropyl)-5-<<(2,4,6-trimethylphenyl)sulfonyl>amino>-3-heptenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 86.7 percent / Pd(PPh₃)4 / tetrahydrofuran / 31 h / 15 °C

2: 1.) CuCN, LiCl / 1) THF, 0 deg C, 10 min; 2) THF, -78 deg C, 30 min

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In tetrahydrofuran;
DOI:10.1021/jo962094u