methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

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Chemical Name:methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate
CAS No.:1190409-88-1
Molecular Formula:C₂₅H₃₃NO₅SSi
Molecular Weight:487.692
Hs Code.:

Synonyms:methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

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Chemical Property of methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

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Technology Process of methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

There total 9 articles about methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate 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: 85.0%

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

: 1190409-88-1
methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

Guidance literature:: With methanol; sodium tetrahydroborate; for 0.666667h; Inert atmosphere; Cooling with ice;
DOI:10.1021/ja9063475

Reference yield: 85.0%

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

: C₂₅H₃₁NO₅SSi

: 1190409-88-1
methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

Guidance literature:: With methanol; sodium tetrahydroborate; at 2 - 5 ℃; Inert atmosphere;
DOI:10.1021/jo101790z

Reference yield:

: 1190409-87-0
methyl (2S)-2-[[(4-methylphenyl)sulfonyl]-(2-butyn-1-yl)-amino]-4-(phenylseleno)butanoate

: 1190409-88-1
methyl (2S,3S,4E)-1-[(4-methylphenyl)sulfonyl]-3-(2-hydroxyethyl)-4-[1-(phenyldimethylsilyl)ethylidene]-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: methanol; sodium tetrahydroborate / 2 - 5 °C / Inert atmosphere

With methanol; (acetylacetonato)dicarbonylrhodium (l); sodium tetrahydroborate; dihydrogen peroxide; In tetrahydrofuran; water; toluene;
DOI:10.1021/jo101790z