2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate
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![2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/ddbc2acab6eb4b49ab3ccca84d3e2ad7.png "2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate")
2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate
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CAS No:
78269-85-9
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Formula:
C10H17NO5Si
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Chemical Name:
2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate
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Synonyms:
Carbonic acid,2,5-dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] ester;2,5-Pyrrolidinedione,1-[[[2-(trimethylsilyl)ethoxy]carbonyl]oxy]-;2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate;1-[[[2-(Trimethylsilyl)ethoxy]carbonyl]oxy]pyrrolidin-2,5-dione;1-[[[2-(Trimethylsilyl)ethoxy]carbonyl]oxy]pyrrolidine-2,5-dione;1-[[[[2-(Trimethylsilyl)ethyl]oxy]carbonyl]oxy]-2,5-pyrrolidinedione;2,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonate;N-[[[(2-Trimethylsilylethyl)oxy]carbonyl]oxy]succinimide;Teoc-OSu
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CAS No:
2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate Basic Attributes
259.33
259.33
DTXSID10407561
2931900090
Characteristics
72.9
1.47970
1.2±0.1 g/cm3
97.5-98.5 °C @ Solvent: Hexane
308.6ºC at 760 mmHg
140.4±28.4 °C
1.479
2-8°C
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate Use and Manufacturing
TeocCl reagent S13 was dissolved in CH3CN (105 mL) at 0 °C. Then, NHS (5.22 g, 45.4 mmol, 1.30 equiv) and Et3N (4.59 g, 45.4 mmol, 1.30 equiv; in 11.0 mL CH3CN) wereadded. The reaction mixture was stirred at 0 °C rt. After 16 h, the reaction mixture waspoured into H2O. The aqueous layer was extracted with Et2O (6×). The combined organiclayers were washed with H2O (2×), HCl (1.0 M), followed by H2O and subsequent dried overMgSO4, filtered a well as concentrated under reduced pressure. The desired TeocOSu S14(7.72 g, 29.8 mmol, 85percent over two steps) was collected as colourless solid.Compound 41; TEA (21.9 mL, 155.6 mmol, 3.0 eq.) was added to 2-trimethylsilanyl- ethanol (7.4 mL, 51.88 mmol, 1.0 eq.) in 260 mL MeCN, followed by di- succinimidyl carbonate (20 g, 1.5 eq.). The reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated and extracted using EtOAc/ saturated NaHCOmethyl (l-l- ( {2- [ (2, 36)-3-amino-2-hydroxy-4-phenylbutyl]-2- benzylhydrazino} carbonyl)-2, 2-dimethylpropylcarbamate; Example 5A; 1- (f [2- (trimethylsilyl) ethoxy] carbonyl} oxy)-2, 5-pyrrolidinedione; Trimethylsilylethanol (7.4 mL, 52 mmol) was dissolved in acetonitrile (260 mL) and treated with disuccinimoyl carbonate (20 g, 1.5 equivalents) and triethylamine (33 mL, 3 equivalents) at 25°C for 16h. The solvents were evaporated, and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate, the organic layer was separated and washed with brine, dried over sodium sulfate, filtered and concentrated. The crude residue was triturated with ether to form a solid which was filtered and dried to give 11.12 g (82percent) of the title compound.EXAMPLE 5A Example 43
Computed Properties
Molecular Weight:259.33
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:259.08759918
Monoisotopic Mass:259.08759918
Topological Polar Surface Area:72.9
Heavy Atom Count:17
Complexity:320
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of 2,5-Dioxo-1-pyrrolidinyl [2-(trimethylsilyl)ethyl] carbonate
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Business licensedTrader Supplier of pharmaceutical intermediates,excipients,plant extracts,food additives,CDMO,fine cheimcals,Octadecanedioic acid,Eicosanedioic AcidInquiryCAS No.: 78269-85-9Grade: Pharmaceutical GradeContent: 99%
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