(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate
- Product Name
- (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate
- CAS No.
- 16217-15-5
- Chemical Name
- (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate
- Synonyms
- 1-benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;Z-4-Oxo-Pro-OMe;CBZ-4-Oxo-Pro-OMe;1-Cbz-4-oxo-L-proline methyl ester;(2S)-N-Cbz-4-oxo-L-proline methyl ester;(S)-Cbz 1-methyl-4-oxopyrrolidine-2-carboxylate;Methyl (S)-1-Cbz-4-oxopyrrolidine-2-carboxylate;1-benzyloxycarbonyl-4-oxo-L-proline methyl ester;(S)-1-Benzyloxycarbonyl-4-oxoproline methyl ester;1-benzyloxycarbonyl-4-keto-(S)-proline Methyl ester
- CBNumber
- CB82469881
- Molecular Formula
- C14H15NO5
- Formula Weight
- 277.27
- MOL File
- 16217-15-5.mol
(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Property
- Boiling point:
- 422.1±45.0 °C(Predicted)
- Density
- 1.306±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, Dichloromethane, Dimethylsulfoxide, Ethyl Acetate
- form
- Oil
- pka
- -3.91±0.40(Predicted)
- color
- Light Yellow
Safety
- HazardClass
- IRRITANT
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- O859600
- Product name
- (2S)-4-Oxo-1,2-pyrrolidinedicarboxylicAcid1-Benzyl2-MethylEster
- Packaging
- 25mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- BP-22760
- Product name
- (S)-CBZ1-methyl-4-oxopyrrolidine-2-carboxylate
- Packaging
- 100mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- 057251
- Product name
- (S)-L-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxyl
- Purity
- 98%
- Packaging
- 1g
- Price
- $275
- Updated
- 2021/12/16
- Product number
- CCH0001254
- Product name
- (S)-L-BENZYL-2-METHYL 4-OXOPYRROLIDINE-1,2-DICARBOXYLATE
- Purity
- 95.00%
- Packaging
- 100MG
- Price
- $393.75
- Updated
- 2021/12/16
- Product number
- BP-22760
- Product name
- (S)-CBZ1-methyl-4-oxopyrrolidine-2-carboxylate
- Packaging
- 250mg
- Price
- $420
- Updated
- 2021/12/16
(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Chemical Properties,Usage,Production
Chemical Properties
Light Yellow Oil
Uses
(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate is used in the preparation of dipeptidyl peptidase IV inhibitors and (hydroxy)(carbamoyl)pyrimidinones as potent and orally bioavailable HIV integrase inhibitors.
Synthesis
57653-35-7
16217-15-5
General procedure for the synthesis of N-Cbz-4-oxo-L-proline methyl ester from (2S,4S)-N-CBZ-4-hydroxyproline methyl ester: Dess-Martin periodinane (3.0 g, 7.1 mmol) was added batchwise to a solution of compound (2S,4S)-N-CBZ-4-hydroxyproline methyl ester (1.0 g , 3.6 mmol) in a solution of dichloromethane (DCM, 20 mL). After addition, the reaction mixture was stirred at room temperature for 1.0 hour. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, v/v=5/1) to afford N-Cbz-4-oxo-L-proline methyl ester as a yellow oil (0.79 g, 79.5% yield). The structure of the compound was confirmed by the following spectral data: 1H NMR (400 MHz, CDCl3) δ (ppm): 7.47 (d, 2H, J=8.24 Hz), 7.38 (d, 2H, J=8.24 Hz), 7.24 (m, 1H), 5.09 (s, 2H), 4.18 (t, 1H), 3.68 (s, 3H). 3.38 (m, 1H), 3.32 (m, 1H), 2.21 (m, 1H), 1.96 (m, 1H).
References
[1] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00510; 00513
[2] Patent: EP2730572, 2014, A1. Location in patent: Paragraph 0706-0716
[3] Patent: EP2730572, 2015, B1. Location in patent: Paragraph 0706-0716
[4] Patent: WO2014/131315, 2014, A1. Location in patent: Page/Page column 176
[5] Patent: EP2730572, 2015, B1. Location in patent: Paragraph 0700; 0708
(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate manufacturers
- Product
- （s）-L-benzyl 2-methyl 4-oxopyrrolidine-1，2-dicarboxyl 16217-15-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2018-12-24