(2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

Base Information

Chemical Name:(2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine
CAS No.:569656-63-9
Molecular Formula:C₃₄H₄₃NO₃SSi
Molecular Weight:573.872
Hs Code.:

Synonyms:(2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

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Chemical Property of (2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

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Technology Process of (2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

There total 8 articles about (2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)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:

: 57850-05-2,93136-91-5,116143-08-9,132998-42-6,5605-46-9
(2S,4R)-2-Hydroxymethyl-4-hydroxy-1-(4-toluenesulfonyl)-pyrrolidine

: 569656-63-9
(2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 3.0 g / imidazole / dimethylformamide / 20 °C

2: 2.6 g / PDC; 4 Angstroeme molecular sieves / CH₂Cl₂ / 4 h / 20 °C

3: 4.18 g / benzene / 24 h / Heating

4: 3.6 g / DIBAL-H / toluene; CH₂Cl₂ / 0.75 h / -78 °C

5: 78 percent / Et₂Zn / CH₂Cl₂

6: CBr₄; PPh₃; Pyridine / CH₂Cl₂ / 0.5 h / 0 °C

7: AIBN / benzene / 8 h

With pyridine; 1H-imidazole; dipyridinium dichromate; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; 4 A molecular sieve; diethylzinc; diisobutylaluminium hydride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 3: Wittig reaction;
DOI:10.1039/b300314k

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 569656-63-9
(2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 3.0 g / imidazole / dimethylformamide / 20 °C

2: 2.6 g / PDC; 4 Angstroeme molecular sieves / CH₂Cl₂ / 4 h / 20 °C

3: 4.18 g / benzene / 24 h / Heating

4: 3.6 g / DIBAL-H / toluene; CH₂Cl₂ / 0.75 h / -78 °C

5: 78 percent / Et₂Zn / CH₂Cl₂

6: CBr₄; PPh₃; Pyridine / CH₂Cl₂ / 0.5 h / 0 °C

7: AIBN / benzene / 8 h

With pyridine; 1H-imidazole; dipyridinium dichromate; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; 4 A molecular sieve; diethylzinc; diisobutylaluminium hydride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 3: Wittig reaction;
DOI:10.1039/b300314k

Reference yield:

: 569656-60-6
(5S)-(5-tert-butyldiphenylsilyloxymethyl)-1-(toluene-4-sulfonyl)pyrrolidin-3-one

: 569656-63-9
(2S)(2-tert-butyldiphenylsilyloxymethyl)-4,4-diallyl-1-(toluene-4-sulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 4.18 g / benzene / 24 h / Heating

2: 3.6 g / DIBAL-H / toluene; CH₂Cl₂ / 0.75 h / -78 °C

3: 78 percent / Et₂Zn / CH₂Cl₂

4: CBr₄; PPh₃; Pyridine / CH₂Cl₂ / 0.5 h / 0 °C

5: AIBN / benzene / 8 h

With pyridine; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; diethylzinc; diisobutylaluminium hydride; triphenylphosphine; In dichloromethane; toluene; benzene; 1: Wittig reaction;
DOI:10.1039/b300314k