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
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
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
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.
N-Bromosuccinimide Price
- Product number
- M324690
- Product name
- Methyl5-Oxopyrrolidine-3-carboxylate
- Packaging
- 25g
- Price
- $645
- Updated
- 2021/12/16
- Product number
- OR300522
- Product name
- Methyl5-oxopyrrolidine-3-carboxylate
- Packaging
- 25g
- Price
- $334
- Updated
- 2021/12/16
- Product number
- 4H29-1-3A
- Product name
- Methyl 5-oxopyrrolidine-3-carboxylate
- Packaging
- 25g
- Price
- $368
- Updated
- 2021/12/16
- Product number
- CHM1051623
- Product name
- METHYL-5-OXOPYRROLIDINE-3-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 2.5G
- Price
- $1227.82
- Updated
- 2021/12/16
- Product number
- J99331
- Product name
- Methyl5-oxopyrrolidine-3-carboxylate
- Packaging
- 1g
- Price
- $20
- Updated
- 2021/12/16
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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View Lastest Price from METHYL 5-OXOPYRROLIDINE-3-CARBOXYLATE manufacturers
- 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
- 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