tert-butyl 5-oxo-L-prolinate
- Product Name
- tert-butyl 5-oxo-L-prolinate
- CAS No.
- 35418-16-7
- Chemical Name
- tert-butyl 5-oxo-L-prolinate
- Synonyms
- L-Pyr-Otbu;L-Pyr-OtBu-OH;tert-Butyl L-PyroglutaMate;Tert butyl l-pyroglutamine;tert-butyl 5-oxo-L-prolinate;tert-Butyl L-Pyroglutamate >5-Oxo-L-proline tert-butyl ester;tert-Butyl 5-oxo-L-prolinate,97%;Pyroglutamic acid tert-butyl ester;L-PyroglutaMic acid ter-butyl ester
- CBNumber
- CB5881321
- Molecular Formula
- C9H15NO3
- Formula Weight
- 185.22
- MOL File
- 35418-16-7.mol
tert-butyl 5-oxo-L-prolinate Property
- Melting point:
- 102.0 to 108.0 °C
- Boiling point:
- 319.2±35.0 °C(Predicted)
- Density
- 1.099±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 14.65±0.40(Predicted)
- form
- Powder
- color
- White
- BRN
- 3590226
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 712957
- Product name
- tert-Butyl (S)-2-pyrrolidone-5-carboxylate
- Purity
- ≥98% (GC)
- Packaging
- 5g
- Price
- $426
- Updated
- 2023/06/20
- Product number
- B4026
- Product name
- tert-Butyl L-Pyroglutamate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $18
- Updated
- 2025/07/31
- Product number
- B4026
- Product name
- tert-Butyl L-Pyroglutamate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $55
- Updated
- 2025/07/31
- Product number
- B810358
- Product name
- tert-Butyl5-oxo-L-prolinate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- AS32353
- Product name
- (S)-5-Boc-2-pyrrolidone
- Purity
- 97+% ee
- Packaging
- 25g
- Price
- $88
- Updated
- 2021/12/16
tert-butyl 5-oxo-L-prolinate Chemical Properties,Usage,Production
Uses
tert-Butyl (S)-2-pyrrolidone-5-carboxylate can be used:
- As a starting material/synthon in the synthesis of angiotensin-converting enzyme inhibitors.
- In the synthesis of phenanthroindolizidine alkaloids named (+)-tylophorine and antofine.
- As a starting material in the synthesis of radioligands [18F]IUR-1602 and [18F]IUR-1601, applicable for imaging of P2X7R, a therapeutic target for neuroinflammation.
Synthesis
540-88-5
98-79-3
35418-16-7
[0492] L-Pyroglutamic acid (5.0 g, 38.73 mmol) was dissolved in tert-butyl acetate (65 mL, 0.48 mol) under nitrogen protection, followed by the slow addition of 70% aqueous perchloric acid (1.25 mL). The reaction mixture was placed in a 250 mL round bottom flask and stirred for 18 hours at room temperature. Upon completion of the reaction, the mixture was carefully poured into saturated aqueous sodium bicarbonate solution to neutralize the excess acid. The aqueous phase was extracted with ethyl acetate (200 mL × 2), and the organic phases were combined and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure and the residue was recrystallized from a solvent mixture of hexane/ether (10:1). The resulting white solid was collected by filtration and dried to give the title compound (S)-tert-butyl 5-oxopyrrolidine-2-carboxylate S2 (5 g, 70% yield).
References
[1] Synthetic Communications, 2005, vol. 35, # 8, p. 1129 - 1134
[2] European Journal of Organic Chemistry, 2018, vol. 2018, # 4, p. 455 - 460
[3] Organic letters, 2002, vol. 4, # 7, p. 1139 - 1142
[4] Patent: WO2010/45580, 2010, A1. Location in patent: Page/Page column 90
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 3, p. 1368 - 1381
tert-butyl 5-oxo-L-prolinate Preparation Products And Raw materials
Raw materials
Preparation Products
tert-butyl 5-oxo-L-prolinate Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28387
- Advantage
- 80
View Lastest Price from tert-butyl 5-oxo-L-prolinate manufacturers
- Product
- L-Pyr-OtBu 35418-16-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2024-04-09
- Product
- tert-butyl 5-oxo-L-prolinate 35418-16-7
- Price
- US $100.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-07-27