(2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

Base Information

Chemical Name:(2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine
CAS No.:960595-75-9
Molecular Formula:C₁₈H₂₆N₂O₅SSi
Molecular Weight:410.566
Hs Code.:

Synonyms:(2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

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Technology Process of (2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

There total 5 articles about (2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine 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: 99.0%

: 960595-74-8
(2R,3R)-tert-butyldimethyl-[3-hydroxy-3-methyl-2-(2-nitrobenzenesulfonylamino)]-pent-4-ynoxysilane

: 960595-75-9
(2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ja0758077

Reference yield:

: (2R,3R)-2-Amino-3-methyl-pent-4-yne-1,3-diol

: 960595-75-9
(2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate / tetrahydrofuran; water / 20 °C

2: triethylamine; dmap / dichloromethane / 20 °C

3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C

With dmap; di-isopropyl azodicarboxylate; sodium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 3: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2013.08.009

Reference yield:

: 870137-18-1
(R)-4-((R)-1-hydroxy-1-methylprop-2-ynyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 960595-75-9
(2S,3S)-tert-butyldimethylsilyloxymethyl-2-ethynyl-2-methyl-1-(2-nitrobenzenesulfonyl)-aziridine

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride; water / tetrahydrofuran

2: sodium carbonate / tetrahydrofuran; water / 20 °C

3: triethylamine; dmap / dichloromethane / 20 °C

4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C

With hydrogenchloride; dmap; di-isopropyl azodicarboxylate; water; sodium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 4: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2013.08.009