1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(4-formylphenyl)-, 1,1-dimethylethyl ester, (2R,4R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(4-formylphenyl)-, 1,1-dimethylethyl ester, (2R,4R)-
CAS No.:228267-22-9
Molecular Formula:C22H35NO4Si
Molecular Weight:405.61
Hs Code.:
Mol file:228267-22-9.mol

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(4-formylphenyl)-, 1,1-dimethylethyl ester, (2R,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(4-formylphenyl)-, 1,1-dimethylethyl ester, (2R,4R)-

There total 8 articles about 1-Pyrrolidinecarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(4-formylphenyl)-, 1,1-dimethylethyl ester, (2R,4R)- 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:

: methanesulfonic acid 4-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-1-(4-dimethoxymethyl-phenyl)-butyl ester

: 228267-22-9
(2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine

: 267881-18-5
(2S,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine

Guidance literature:: With water; toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(00)00685-2

Reference yield:

: 360579-41-5
4-(tert-butyl-dimethyl-silanyloxy)-2-(4-dimethoxymethyl-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 228267-22-9
(2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1248/cpb.49.1500

Reference yield:

: 228267-20-7
tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate

: 228267-22-9
(2R,4R)-1-tert-butoxycarbonyl-4-tert-butyldimethylsiloxy-2-(4-formylphenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: Mg / tetrahydrofuran / 70 °C

1.2: tetrahydrofuran / 0.5 h / -30 °C

1.3: 72 percent / 1 N aq. NaOH / tetrahydrofuran; ethyl acetate / 1.5 h / 20 °C

2.1: 95 percent / BH₃*Me₂S; (R)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 0.33 h / 20 °C

3.1: triethylamine; MsCl / CH₂Cl₂ / 0.5 h / -60 °C

4.1: 51 mg / aq. p-TsOH / tetrahydrofuran / 1 h / 20 °C

With dimethylsulfide borane complex; toluene-4-sulfonic acid; magnesium; methanesulfonyl chloride; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; 1.2: Grignard reaction;
DOI:10.1248/cpb.49.1500