(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

Base Information

Chemical Name:(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde
CAS No.:1190409-84-7
Molecular Formula:C₂₅H₃₁NO₅SSi
Molecular Weight:485.676
Hs Code.:

Synonyms:(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

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Chemical Property of (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

Chemical Property:

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Technology Process of (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

There total 8 articles about (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde 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:

: 201230-82-2
carbon monoxide

: 1190409-85-8
methyl (2S)-2-[(4-methylphenylsulfonyl)-(2-butyn-1-yl)-amino]-3-butenoate

: 766-77-8
Dimethylphenylsilane

: 1190409-84-7
(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

: (4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

Guidance literature:: With acetylacetonatodicarbonylrhodium(l); In toluene; at 120 ℃; for 12h; under 25858.1 Torr; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ja9063475

Reference yield:

: 201230-82-2
carbon monoxide

: C₁₆H₁₉NO₄S

: 766-77-8
Dimethylphenylsilane

: 1190409-84-7
(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

: C₂₅H₃₁NO₅SSi

Guidance literature:: With (acetylacetonato)dicarbonylrhodium (l); In toluene; at 120 ℃; for 13h; under 25858.1 Torr; optical yield given as %de; diastereoselective reaction; Autoclave;
DOI:10.1021/jo101790z

Reference yield:

: 960004-39-1
methyl (2S)-2-[[(4-methylphenyl)sulfonyl]amino]-4-(phenylseleno)butanoate

: 1190409-84-7
(2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-2-methoxycarbonyl-4-[1-(phenyldimethylsilyl)ethylidene]-3-pyrrolidineacetaldehyde

: C₂₅H₃₁NO₅SSi

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / -1 - 1 °C / Inert atmosphere

2: dihydrogen peroxide / tetrahydrofuran; water / 16.5 h / 20 °C

3: (acetylacetonato)dicarbonylrhodium (l) / toluene / 13 h / 120 °C / 25858.1 Torr / Autoclave

With (acetylacetonato)dicarbonylrhodium (l); dihydrogen peroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; toluene; 1: Mitsunobu reaction;
DOI:10.1021/jo101790z