1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

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Chemical Name:1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone
CAS No.:536744-97-5
Molecular Formula:C₃₁H₃₇NO₄SSi
Molecular Weight:547.791
Hs Code.:

Synonyms:1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

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Chemical Property of 1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

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Technology Process of 1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

There total 10 articles about 1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone 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: 87.0%

: 1-[5-benzyloxymethyl-4-2-(dimethylphenylsilanyl)ethylidene]-1-(toluene-4-sulfonyl)pyrrolidin-3-yl-ethanone

: 536744-97-5
1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 7h; Heating;
DOI:10.1021/ja043097o

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 536744-97-5
1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: 99 percent / tetrahydrofuran / -78 - -40 °C

2.1: 99 percent / aq. NaHCO₃; TEMPO; KBr / NaOCl / CH₂Cl₂ / 1.5 h

3.1: 85 percent / LiAlH₄; MeOH; (R)-BINOL / tetrahydrofuran / 0.5 h / -100 - -78 °C

4.1: Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

5.1: 80 percent / malonic acid; CpRu[(CH₃CN)3]PF₆ / H₂O; acetone / 3 h / 40 °C

6.1: Li / tetrahydrofuran / 4.5 h / 0 °C

6.2: CuCN / tetrahydrofuran / 0.42 h / 0 °C

6.3: 0.82 g / tetrahydrofuran / 5 h / -78 - 0 °C

7.1: 87 percent / DBU / benzene / 7 h / Heating

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium aluminium tetrahydride; n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; malonic acid; di-isopropyl azodicarboxylate; (R)-1,1'-Bi-2-naphthol; lithium; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; dichloromethane; water; acetone; benzene; 4.1: Mitsunobu reaction;
DOI:10.1021/ja043097o

Reference yield:

: 536744-92-0
1-benzyloxy-5-(tert-butyldimethylsilanyloxy)pent-3-yn-2-ol

: 536744-97-5
1-[5-benzyloxymethyl-4-[2-(dimethylphenylsilanyl)ethyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]ethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / aq. NaHCO₃; TEMPO; KBr / NaOCl / CH₂Cl₂ / 1.5 h

2.1: 85 percent / LiAlH₄; MeOH; (R)-BINOL / tetrahydrofuran / 0.5 h / -100 - -78 °C

3.1: Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C

4.1: 80 percent / malonic acid; CpRu[(CH₃CN)3]PF₆ / H₂O; acetone / 3 h / 40 °C

5.1: Li / tetrahydrofuran / 4.5 h / 0 °C

5.2: CuCN / tetrahydrofuran / 0.42 h / 0 °C

5.3: 0.82 g / tetrahydrofuran / 5 h / -78 - 0 °C

6.1: 87 percent / DBU / benzene / 7 h / Heating

With methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium aluminium tetrahydride; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; malonic acid; di-isopropyl azodicarboxylate; (R)-1,1'-Bi-2-naphthol; lithium; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; dichloromethane; water; acetone; benzene; 3.1: Mitsunobu reaction;
DOI:10.1021/ja043097o