Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

Base Information

Chemical Name:Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide
CAS No.:287205-63-4
Molecular Formula:C₁₃H₁₅NO₃S₂
Molecular Weight:297.399
Hs Code.:

Benzyl (1S,2R,4R)-3-tosyl-2λ<sup>4</sup>-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

Synonyms:Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

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Chemical Property of Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

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Technology Process of Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

There total 4 articles about Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide 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: 86.0%

: 1165952-91-9
cyclohexa-1,3-diene

: 4104-47-6
N-sulfinyl-p-toluenesulfonamide

: 287205-63-4
Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); In dichloromethane; at -75 ℃; for 22h;
DOI:10.1021/jo0490245

Reference yield:

: 1165952-91-9
cyclohexa-1,3-diene

: 4104-47-6
N-sulfinyl-p-toluenesulfonamide

: 287205-63-4
Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

: (1S,2S,4R)-3-(Toluene-4-sulfonyl)-2-thia-3-aza-bicyclo[2.2.2]oct-5-ene 2-oxide

Guidance literature:: With Ti(IV) complex (TADDOL-based ligand); In dichloromethane; toluene; at -90 ℃; for 17h;
DOI:10.1016/S0040-4039(00)00480-9

Reference yield:

: 1165952-91-9
cyclohexa-1,3-diene

: 4104-47-6
N-sulfinyl-p-toluenesulfonamide

: 287205-63-4
Benzyl (1S,2R,4R)-3-tosyl-2λ⁴-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

: (1R,2S,4S)-3-(Toluene-4-sulfonyl)-2-thia-3-aza-bicyclo[2.2.2]oct-5-ene 2-oxide

: 3-(toluene-4-sulfonyl)-2-thia-3-aza-bicyclo[2.2.2]oct-5-ene 2-oxide

Guidance literature:: C₂₁H₂₂N₂O₂ chiral bis(oxazoline)-Cu(OTf)2; In dichloromethane; at -85 ℃; for 24h; Title compound not separated from byproducts;
DOI:10.1016/S0957-4166(01)00525-0