Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate

Product Name: Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate
CAS No.: 170123-25-8
Chemical Name: Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate
Synonyms: O1-tert-butyl O2-ethyl 3-oxopyrrolidine-1,2-dicarboxylate;N-Boc-3-oxopyrrolidine-2-carboxylate;Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate;N-Boc-3-Oxopyrrolidine-2-carboxylic acid ethyl ester;1-tert-Butyl 2-ethyl 3-oxopyrrolidine-1,2-dicarboxylate;Ethyl 1-(tert-butoxycarbonyl)pyrrolidin-3-one-2-carboxylate;1-(tert-Butoxycarbonyl)pyrrolidin-3-one-2-carboxylic acid ethyl ester;1,2-Pyrrolidinedicarboxylic acid, 3-oxo-, 1-(1,1-dimethylethyl) 2-ethyl ester
CBNumber: CB22566160
Molecular Formula: C12H19NO5
Formula Weight: 257.28
MOL File: 170123-25-8.mol

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Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate Property

Boiling point:: 348.0±42.0 °C(Predicted)
Density: 1.182±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
form: liquid
pka: 12.58±0.20(Predicted)
Appearance: Colorless to light yellow Liquid
InChI: InChI=1S/C12H19NO5/c1-5-17-10(15)9-8(14)6-7-13(9)11(16)18-12(2,3)4/h9H,5-7H2,1-4H3
InChIKey: XSFVPTGDKAJZDH-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCC(=O)C1C(OCC)=O

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC

Product number: E926548
Product name: EthylN-Boc-3-oxopyrrolidine-2-carboxylate
Packaging: 50mg
Price: $45
Updated: 2021/12/16

AK Scientific

Product number: 5481AD
Product name: 3-Oxo-pyrrolidine-1,2-dicarboxylicacid1-tert-butylester2-ethylester
Packaging: 250mg
Price: $127
Updated: 2021/12/16

Apolloscientific

Product number: OR300597
Product name: 1-tert-Butyl2-ethyl3-oxopyrrolidine-1,2-dicarboxylate
Packaging: 5g
Price: $621
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H58-1-6U
Product name: 1-tert-Butyl 2-ethyl 3-oxopyrrolidine-1,2-dicarboxylate
Packaging: 5G
Price: $685
Updated: 2021/12/16

Apolloscientific

Product number: OR300597
Product name: 1-tert-Butyl2-ethyl3-oxopyrrolidine-1,2-dicarboxylate
Packaging: 1g
Price: $167
Updated: 2021/12/16

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Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate Chemical Properties,Usage,Production

Synthesis

146256-97-5

170123-25-8

A toluene solution of ethyl 3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionate (1.43 g, 4.7 mmol) was added slowly and dropwise to an anhydrous toluene (19 mL) suspension of potassium tert-butoxide (791 mg, 7.05 mmol) at 10 °C. The reaction mixture was stirred at 0 °C for 90 min, followed by quenching the reaction with acetic acid (500 mL). Next, pre-cooled aqueous solution of NaH2PO4-H2O (2.5 g) (25 mL) was added. The organic and aqueous layers were separated and the aqueous phase was extracted with chloroform (CHCl3). All organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by fast column chromatography (silica gel, petroleum ether/ethyl acetate 5:1, Rf 0.44) to afford ethyl N-Boc-3-oxopyrrolidine-2-carboxylate as a yellow oil (497 mg, 41% yield). The product was confirmed by 1H NMR (CDCl3, 200 MHz) with the following main rotary isomer signals: δ 4.55 and 4.47 (s, 1H), 4.27-4.22 (m, 2H), 3.91-3.84 (m) and 3.82 (t, J = 8.2 Hz, 2H), 2.69 (t, J = 8.0 Hz, 2H), 1.49 and 1.43 ( s, 9H), and 1.30 (t, J = 7.1 Hz, 3H). The results of elemental analysis are consistent with the calculated values (C, H, N) for C12H19NO5.

References

[1] Chemical Communications, 2016, vol. 52, # 53, p. 8271 - 8274
[2] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 15, p. 2179 - 2187
[3] Organic Letters, 2007, vol. 9, # 21, p. 4255 - 4258
[4] Tetrahedron Asymmetry, 2005, vol. 16, # 13, p. 2243 - 2247
[5] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 1931 - 1938

Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate Suppliers

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170123-25-8, Ethyl N-Boc-3-oxopyrrolidine-2-carboxylateRelated Search:

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1-tert-Butyl 2-ethyl 3-oxopyrrolidine-1,2-dicarboxylate

1-(tert-Butoxycarbonyl)pyrrolidin-3-one-2-carboxylic acid ethyl ester

Ethyl 1-(tert-butoxycarbonyl)pyrrolidin-3-one-2-carboxylate

Ethyl N-Boc-3-oxopyrrolidine-2-carboxylate

O1-tert-butyl O2-ethyl 3-oxopyrrolidine-1,2-dicarboxylate

1,2-Pyrrolidinedicarboxylic acid, 3-oxo-, 1-(1,1-dimethylethyl) 2-ethyl ester

N-Boc-3-Oxopyrrolidine-2-carboxylic acid ethyl ester

N-Boc-3-oxopyrrolidine-2-carboxylate

170123-25-8