4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

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Chemical Name:4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol
CAS No.:792922-88-4
Molecular Formula:C₃₈H₄₇NO₆Si
Molecular Weight:641.88
Hs Code.:

Synonyms:4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

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Chemical Property of 4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

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Technology Process of 4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

There total 10 articles about 4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol 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: 79.0%

: 792922-87-3
4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(3,5-dimethoxy-2-methoxymethoxy-4-methylphenyl)ethyl]-3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

: 792922-88-4
4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 0.166667h;
DOI:10.1021/jo048924i

Reference yield:

: 19676-67-6
2,4-dimethoxy-3-methylphenol

: 792922-88-4
4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / tetrahydrofuran; dimethylformamide / 1 h / 25 °C

1.2: 89 percent / tetrahydrofuran; dimethylformamide / 1 h / 25 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

2.2: 86 percent / tetrahydrofuran; hexane / 0 - 25 °C

3.1: 89 percent / Et₃N; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

4.1: SmI₂; n-Bu₃SnCl / Pd(PPh₃)4 / tetrahydrofuran / 12 h / 25 °C

4.2: 1.22 g / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

5.1: O₃ / methanol / 0.5 h / -78 °C

5.2: 62 percent / NaBH₄ / methanol / 1 h / 0 °C

6.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

7.1: 79 percent / trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 25 °C

With dmap; n-butyllithium; samarium diiodide; tributyltin chloride; sodium hydride; ozone; triethylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo048924i

Reference yield:

: 7149-92-0
2,4-dimethoxy-3-methylbenzaldehyde

: 792922-88-4
4-benzyloxy-2-[2-(tert-butyldiphenylsilanyloxy)-1-(2-hydroxy-3,5-dimethoxy-4-methylphenyl)ethyl]pyrrolidin-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: m-CPBA / CH₂Cl₂ / 3 h / 0 °C

1.2: 87 percent / KOH / methanol / 1 h / 0 °C

2.1: NaH / tetrahydrofuran; dimethylformamide / 1 h / 25 °C

2.2: 89 percent / tetrahydrofuran; dimethylformamide / 1 h / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: 86 percent / tetrahydrofuran; hexane / 0 - 25 °C

4.1: 89 percent / Et₃N; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

5.1: SmI₂; n-Bu₃SnCl / Pd(PPh₃)4 / tetrahydrofuran / 12 h / 25 °C

5.2: 1.22 g / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

6.1: O₃ / methanol / 0.5 h / -78 °C

6.2: 62 percent / NaBH₄ / methanol / 1 h / 0 °C

7.1: 99 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

8.1: 79 percent / trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 25 °C

With dmap; n-butyllithium; samarium diiodide; tributyltin chloride; sodium hydride; ozone; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Baeyer-Villiger oxidation;
DOI:10.1021/jo048924i