Pyrrolidine, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-(2-hydroxyethylidene)- 1-[(4-methylphenyl)sulfonyl]-, (2S)-

Base Information

• Chemical Name: Pyrrolidine, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-(2-hydroxyethylidene)- 1-[(4-methylphenyl)sulfonyl]-, (2S)-
• CAS No.: 569656-61-7
• Molecular Formula: C30H37NO4SSi
• Molecular Weight: 535.78
• Mol file: 569656-61-7.mol

Synonyms:

Chemical Property of Pyrrolidine, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-(2-hydroxyethylidene)- 1-[(4-methylphenyl)sulfonyl]-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyrrolidine, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-(2-hydroxyethylidene)- 1-[(4-methylphenyl)sulfonyl]-, (2S)-

There total 5 articles about Pyrrolidine, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-4-(2-hydroxyethylidene)- 1-[(4-methylphenyl)sulfonyl]-, (2S)- 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:

[5-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-ylidene]-acetic acid ethyl ester (569656-77-5) → (5S,2E,Z)[(5-tert-butyldiphenylsilyloxymethyl)-1-(toluene-4-sulfonyl)pyrrolidin-3-ylidene]ethanol (569656-61-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.75h;

DOI:10.1039/b300314k

Reference yield:

(2S,4R)-2-Hydroxymethyl-4-hydroxy-1-(4-toluenesulfonyl)-pyrrolidine (57850-05-2,93136-91-5,116143-08-9,132998-42-6,5605-46-9) → (5S,2E,Z)[(5-tert-butyldiphenylsilyloxymethyl)-1-(toluene-4-sulfonyl)pyrrolidin-3-ylidene]ethanol (569656-61-7)

Guidance literature:

Multi-step reaction with 4 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

With 1H-imidazole; dipyridinium dichromate; 4 A molecular sieve; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 3: Wittig reaction;

DOI:10.1039/b300314k

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (5S,2E,Z)[(5-tert-butyldiphenylsilyloxymethyl)-1-(toluene-4-sulfonyl)pyrrolidin-3-ylidene]ethanol (569656-61-7)

Guidance literature:

Multi-step reaction with 4 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

With 1H-imidazole; dipyridinium dichromate; 4 A molecular sieve; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 3: Wittig reaction;

DOI:10.1039/b300314k

upstream raw materials:

[5-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-ylidene]-acetic acid ethyl ester

(2S,4R)-2-Hydroxymethyl-4-hydroxy-1-(4-toluenesulfonyl)-pyrrolidine

tert-butylchlorodiphenylsilane

(5S)-(5-tert-butyldiphenylsilyloxymethyl)-1-(toluene-4-sulfonyl)pyrrolidin-3-one

Downstream raw materials:

[6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(toluene-4-sulfonyl)-5-aza-spiro[2.4]hept-1-yl]-methanol

(2S)-[2-(toluene-4-sulfonyl)-2-azaspiro[4.4]non-7-en-3-yl]methanol

(2S)-[(2-toluene-4-sulfonyl)-2-azaspiro[4.4]nonan-3-yl]methanol

3-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonyl)-2-aza-spiro[4.4]non-7-ene