(2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate
CAS No.:114676-92-5
Molecular Formula:C17H35NO6SSi
Molecular Weight:409.62
Hs Code.:
DSSTox Substance ID:DTXSID001103950
Mol file:114676-92-5.mol

Synonyms:SCHEMBL2080999;NPAHVNPWHLQLNI-UONOGXRCSA-N;DTXSID001103950;(2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate;114676-92-5;(2S,4R)-N-t-butoxycarbonyl-4-t-butyldimethylsiloxy-2-(mesyloxymethyl)pyrrolidine;(2S,4R)-N-t-butoxycarbonyl-4-t-butyldimethylsiloxy-2-mesyloxymethylpyrrolidine;N-t-Butoxycarbonyl-4(R)-t-butyldimethylsilyloxy-2(S)-methanesulfonyloxymethylpyrrolidine;(2S,4R)-4-(tert-butyldimethylsilyloxy)-1-(tert-butoxycarbonyl)-2-methanesulfonyloxymethylpyrrolidine;(2S,4R)-tert-butyl 4-(tert-butyl-dimethylsilyloxy)-2-((methylsulfonyloxy)-methyl)pyrrolidine-1-carboxylate;1,1-Dimethylethyl (2S,4R)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[[(methylsulfonyl)oxy]methyl]-1-pyrrolidinecarboxylate;tert-butyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-{[(methylsulfonyl)oxy]methyl}pyrrolidine-1-carboxylate

Suppliers and Price of (2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of (2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:409.19543554
Heavy Atom Count:26
Complexity:600

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)OC(=O)N1CC(CC1COS(=O)(=O)C)O[Si](C)(C)C(C)(C)C
Isomeric SMILES:CC(C)(C)OC(=O)N1C[C@@H](C[C@H]1COS(=O)(=O)C)O[Si](C)(C)C(C)(C)C

Technology Process of (2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate

There total 1 articles about (2S,4R)-tert-butyl-4-(tert-butyldimethylsilyloxy)-2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate 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:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 114676-92-5
(2S,4R)-1-(tert-butoxycarbonyl)-4-<(tert-butyldimethylsilyl)oxy>-2-<<(methylsulfonyl)oxy>methyl>pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / 1,4-dioxane; water / 0 - 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

3: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 0 °C / Inert atmosphere

With 1H-imidazole; lithium borohydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ml4002425

Reference yield:

: 114676-92-5
(2S,4R)-1-(tert-butoxycarbonyl)-4-<(tert-butyldimethylsilyl)oxy>-2-<<(methylsulfonyl)oxy>methyl>pyrrolidine

: 114676-61-8,2299231-07-3
tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium triethylborohydride / tetrahydrofuran / 2 h / 5 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; sodium triethylborohydride; In tetrahydrofuran;

Reference yield:

: 114676-92-5
(2S,4R)-1-(tert-butoxycarbonyl)-4-<(tert-butyldimethylsilyl)oxy>-2-<<(methylsulfonyl)oxy>methyl>pyrrolidine

: 7-((2R,4S)-4-Acetylamino-2-methyl-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) lithium triethylborohydride, 2.) tetra-n-butylammonium fluoride / 1.) THF, room temperature, 2.) 2.5 h

2: 1.) methanesulfonyl chloride, triethylamine, 2.) tetra-n-butylammonium azide / 1.) dichloromethane, 14 h, 2.) acetonitrile, 65 deg C, 3 h

3: 1.) hydrogen, 2.) triethylamine / 1.) 10percent palladium on carbon / 1.) methanol, 4 atm, 1 h, 2.) pyridine, room temperature, 19 h

4: hydrogen / palladium on carbon

5: triethylamine / pyridine / 336 h / 65 °C

With tetrabutyl ammonium fluoride; hydrogen; tetrabutylammoniun azide; lithium triethylborohydride; methanesulfonyl chloride; triethylamine; palladium on activated charcoal; In pyridine;
DOI:10.1021/jm00403a020