(2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

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Chemical Name:(2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine
CAS No.:1234804-88-6
Molecular Formula:C₃₈H₄₇NO₅Si
Molecular Weight:625.88
Hs Code.:

Synonyms:(2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

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Chemical Property of (2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

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Technology Process of (2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

There total 9 articles about (2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine 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: 93.0%

: 1234804-87-5
(2S,5R)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-oxoethyl)pyrrolidine

: 504-02-9
1,3-cylohexanedione

: 1234804-88-6
(2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

Guidance literature:: With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline; In dichloromethane; at 20 ℃; for 1h;
DOI:10.3998/ark.5550190.0011.402

Reference yield:

: C₁₅H₁₉NO₅

: 1234804-88-6
(2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethanol / 0.5 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere

4.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4.2: 2 h / 0 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / acetone / 0.5 h / 0 °C

6.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline / dichloromethane / 1 h / 20 °C

With 1H-imidazole; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; L-proline; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 4.1: |Wittig Olefination;
DOI:10.3998/ark.5550190.0011.402

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1234804-88-6
(2S,5S)-benzyloxycarbonyl-2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2-(2,6-dioxocyclohexyl)ethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.2: 2 h / 0 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / acetone / 0.5 h / 0 °C

5.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; L-proline / dichloromethane / 1 h / 20 °C

With 1H-imidazole; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; L-proline; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 3.1: |Wittig Olefination;
DOI:10.3998/ark.5550190.0011.402