(S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

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Chemical Name:(S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester
CAS No.:853356-47-5
Molecular Formula:C₂₂H₃₆NO₇PSSi
Molecular Weight:517.656
Hs Code.:

Synonyms:(S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

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Chemical Property of (S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

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Technology Process of (S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

There total 3 articles about (S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl 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: 37.0%

: 853356-44-2
(S)-(-)-5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

: 756-79-6
dimethyl methane phosphonate

: 853356-47-5
(S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at 25 ℃; for 4h;
DOI:10.1021/jo0504058

Reference yield:

: (S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

: 853356-47-5
(S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: KHMDS / toluene; tetrahydrofuran / -78 °C

1.2: toluene; tetrahydrofuran / -78 °C

2.1: 675 mg / PPh₃; Et₃N / Pd(OAc)2 / dimethylformamide / 4 h / 40 °C

3.1: 37 percent / n-BuLi / hexane; tetrahydrofuran / 4 h / 25 °C

With n-butyllithium; potassium hexamethylsilazane; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; 3.1: Horner-Emmons-Wadsworth reaction;
DOI:10.1021/jo0504058

Reference yield:

: 790661-79-9
(S)-trifluoromethanesulfonic acid 5-(tert-butyl-dimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl ester

: 853356-47-5
(S)-{2-[5-(tert-butyldimethylsilanyloxymethyl)-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]-2-oxoethyl}phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 675 mg / PPh₃; Et₃N / Pd(OAc)2 / dimethylformamide / 4 h / 40 °C

2: 37 percent / n-BuLi / hexane; tetrahydrofuran / 4 h / 25 °C

With n-butyllithium; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 2: Horner-Emmons-Wadsworth reaction;
DOI:10.1021/jo0504058