(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

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Chemical Name:(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one
CAS No.:132142-96-2
Molecular Formula:C₃₁H₄₂N₂O₄Si
Molecular Weight:534.771
Hs Code.:

Synonyms:(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

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Chemical Property of (2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

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Technology Process of (2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

There total 12 articles about (2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one 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: 44.0%

: 132143-11-4
(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-2',5'-dione

: 132142-96-2
(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

: 132143-12-5
(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-5'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-2'-one

Guidance literature:: With sodium tetrahydroborate; sulfuric acid; In ethanol; at 0 ℃;
DOI:10.1016/S0040-4020(01)90540-X

Reference yield:

: 58594-50-6
3-(2'-nitrophenyl)pyrrolidine-2,5-dione

: 132142-96-2
(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / DMAP / CH₂Cl₂ / 0 deg C to room temperature

2: 95 percent / H₂ / 10percent Pd/C / toluene; ethanol / 18 h / 760 Torr

3: toluene / Ambient temperature

4: 1.5 M n-BuLi / 2-methyl-propan-2-ol; tetrahydrofuran; hexane; toluene / 0.5 h / 5 °C

5: toluene

6: 20percent aq. HCl / ethanol / Ambient temperature

7: 98 percent / dimethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / Ambient temperature

8: 54 percent / NaBH₄, 2 N H₂SO₄ / ethanol / 0 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sulfuric acid; hydrogen; dimethyl azodicarboxylate; triethylamine; triphenylphosphine; dmap; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)90540-X

Reference yield:

: 132143-08-9
1-(tert-Butyl-dimethyl-silanyl)-3-(2-nitro-phenyl)-pyrrolidine-2,5-dione

: 132142-96-2
(2S,3'S)-1-Acetyl-2-(2-benzyloxy-ethyl)-2'-hydroxy-1'-((Z)-6-trimethylsilanyl-hex-4-enyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidin]-5'-one

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / H₂ / 10percent Pd/C / toluene; ethanol / 18 h / 760 Torr

2: toluene / Ambient temperature

3: 1.5 M n-BuLi / 2-methyl-propan-2-ol; tetrahydrofuran; hexane; toluene / 0.5 h / 5 °C

4: toluene

5: 20percent aq. HCl / ethanol / Ambient temperature

6: 98 percent / dimethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / Ambient temperature

7: 54 percent / NaBH₄, 2 N H₂SO₄ / ethanol / 0 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sulfuric acid; hydrogen; dimethyl azodicarboxylate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)90540-X