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METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE

Product Name
METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE
CAS No.
35309-35-4
Chemical Name
METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE
Synonyms
Methyl 5-oxoprrolidine-3-carboxylate;4-(Methoxycarbonyl)-2-oxopyrrolidine;Methyl 5-oxo-3-pyrrolidinecarboxylate;METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE;5-oxo-3-pyrrolidinecarboxylic acid methyl ester;5-Oxo-Pyrrolidone-3-carboxylic Acid Methyl ester;5-ketopyrrolidine-3-carboxylic acid methyl ester;5-Oxo-pyrrolidine-3-carboxylic acid methyl ester;3-Pyrrolidinecarboxylic acid, 5-oxo-, Methyl ester
CBNumber
CB1671751
Molecular Formula
C6H9NO3
Formula Weight
143.14
MOL File
35309-35-4.mol
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METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE Property

Melting point:
62-64 °C
Boiling point:
132-142 °C(Press: 0.45 Torr)
Density 
1.204
refractive index 
1.465
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly, Sonicated)
form 
Solid
pka
15.31±0.40(Predicted)
color 
Pale Beige to Pale Brown
InChI
InChI=1S/C6H9NO3/c1-10-6(9)4-2-5(8)7-3-4/h4H,2-3H2,1H3,(H,7,8)
InChIKey
FJRTVLWHONLTLA-UHFFFAOYSA-N
SMILES
N1C(=O)CC(C(OC)=O)C1
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
M324690
Product name
Methyl5-Oxopyrrolidine-3-carboxylate
Packaging
25g
Price
$645
Updated
2021/12/16
AK Scientific
Product number
J99331
Product name
Methyl5-oxopyrrolidine-3-carboxylate
Packaging
1g
Price
$20
Updated
2021/12/16
AK Scientific
Product number
A844
Product name
Methyl5-oxopyrrolidine-3-carboxylate
Packaging
1g
Price
$27
Updated
2021/12/16
Matrix Scientific
Product number
059206
Product name
5-Oxo-pyrrolidine-3-carboxylic acid methyl ester
Purity
tech
Packaging
1g
Price
$80
Updated
2021/12/16
Apolloscientific
Product number
OR300522
Product name
Methyl5-oxopyrrolidine-3-carboxylate
Packaging
5g
Price
$131
Updated
2021/12/16
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METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE Chemical Properties,Usage,Production

Uses

Methyl 5-Oxopyrrolidine-3-carboxylate has been used as a reactant in the synthesis of tert-butyloxycarbonyl protected 4,5-methano-β-proline.

Synthesis

1461706-59-1

35309-35-4

General procedure for the synthesis of methyl 5-oxopyrrolidine-3-carboxylate from methyl 1-(benzyloxy)-5-oxopyrrolidine-3-carboxylate: to an autoclave was added methyl 1-(benzyloxy)-5-oxopyrrolidine-3-carboxylate (51.0 g, 0.205 mol), 10% Pd-C catalyst (9.0 g) and methanol (400 mL). The reaction mixture was stirred vigorously at room temperature under 50 atm hydrogen pressure for 24 hours. Upon completion of the reaction, the suspension was filtered to remove the catalyst and the catalyst residue was washed with methanol (2 x 100 mL). The filtrate and washings were combined and the solvent was removed by distillation under reduced pressure to afford the colorless oily product methyl 5-oxopyrrolidine-3-carboxylate (29.2 g, 100% yield), which crystallized upon standing. The melting point of the product was 55-58 °C (literature value 10b 61-62 °C). Mass spectrum (m/z, CI): 287 (M2H+), 144 (MH+). Elemental analysis (C6H9NO3) Calculated values: C 50.35, H 6.34, N 9.79; measured values: C 50.13, H 6.47, N 10.02.1H NMR (500 MHz, DMSO-d6) δ 7.67 (s, 1H), 3.64 (s, 3H), 3.46 (t, J=11.1Hz, 1H), 3.39- 3.31 (m, 2H), 2.43-2.28 (m, 2H).13C NMR (126 MHz, DMSO-d6) δ 175.4,174.0,52.4,44.0,38.4,33.4.

References

[1] Tetrahedron Letters, 2014, vol. 55, # 22, p. 3312 - 3315

METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE Suppliers

China 113 Germany 1 India 2 United Kingdom 2 United States 19 Global 137
Pure Chemistry Scientific Inc.
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View Lastest Price from METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE 35309-35-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-08-16
Career Henan Chemical Co
Product
METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE 35309-35-4
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2018-12-20

35309-35-4, METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATERelated Search:

MFCD22689490 ethyl 1-benzyl-4,5-dioxopyrrolidine-3-carboxylate ethyl 1-(2,5-dioxopyrrolidin-3-yl)piperidine-4-carboxylate ETHYL 1-ETHYL-4,5-DIOXOPYRROLIDINE-3-CARBOXYLATE, 97 Methyl 1-Benzyl-5-oxopyrrolidine-3-carboxylate Methyl 5-Oxo-1-phenylpyrrolidine-3-carboxylate 1-METHYL-5-OXO-PYRROLIDINE-3-CARBOXYLIC ACID ETHYL 1-(2-FURYLMETHYL)-4,5-DIOXOPYRROLIDINE-3-CARBOXYLATE ETHYL 1-(TERT-BUTYL)-4,5-DIOXOPYRROLIDINE-3-CARBOXYLATE 2-(DANSYLSULFONAMIDO)ETHYL-3-(N-SULFOSUCCINIMIDYLCARBOXY)ETHYL DISULFIDE, SODIUM SALT METHYL 1-([3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]AMINO)-5-OXO-3-PYRROLIDINECARBOXYLATE 2-[N2-(4-AZIDO-2,3,5,6-TETRAFLUOROBENZOYL)-N6-(6-BIOTINAMIDOCAPROYL)-L-LYSINYL]ETHYL 2'- (N-SULFOSUCCINIMIDYLCARBOXY)ETHYL DISULFIDE, SODIUM SALT METHYL 5-OXO-1-(2-THIENYLMETHYL)PYRROLIDINE-3-CARBOXYLATE METHYL 1-(4-BROMOPHENYL)-5-OXO-3-PYRROLIDINECARBOXYLATE 2-[(N2-[N6-(4-AZIDO-2,3,5,6-TETRAFLUOROBENZOYL)-6-AMINOCAPROYL]-N6-(6-BIOTINAMIDOCAPROYL)-L-LYSINYLAMIDO)] ETHYL 2-(N-SULFOSUCCINIMYDYLCARBOXY)ETHYL DISULFIDE, SODIUM SALT METHYL 1-(4-ETHYLPHENYL)-5-OXOPYRROLIDINE-3-CARBOXYLATE METHYL 1-[2-(1H-INDOL-3-YL)ETHYL]-5-OXO-3-PYRROLIDINECARBOXYLATE METHYL 1-CYCLOHEXYL-5-OXO-3-PYRROLIDINECARBOXYLATE

  • METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE
  • 5-Oxo-pyrrolidine-3-carboxylic acid methyl ester
  • 3-Pyrrolidinecarboxylic acid, 5-oxo-, Methyl ester
  • 4-(Methoxycarbonyl)-2-oxopyrrolidine
  • 5-ketopyrrolidine-3-carboxylic acid methyl ester
  • 5-oxo-3-pyrrolidinecarboxylic acid methyl ester
  • 5-Oxo-Pyrrolidone-3-carboxylic Acid Methyl ester
  • Methyl 5-oxoprrolidine-3-carboxylate
  • Methyl 5-oxo-3-pyrrolidinecarboxylate
  • 35309-35-4