ChemicalBook > CAS DataBase List > tert-butyl 5-oxo-L-prolinate

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
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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
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Safety

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26
WGK Germany 
3
HS Code 
29339900
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
712957
Product name
tert-Butyl (S)-2-pyrrolidone-5-carboxylate
Purity
≥98% (GC)
Packaging
5g
Price
$426
Updated
2023/06/20
TCI Chemical
Product number
B4026
Product name
tert-Butyl L-Pyroglutamate
Purity
>98.0%(GC)
Packaging
1g
Price
$18
Updated
2025/07/31
TCI Chemical
Product number
B4026
Product name
tert-Butyl L-Pyroglutamate
Purity
>98.0%(GC)
Packaging
5g
Price
$55
Updated
2025/07/31
TRC
Product number
B810358
Product name
tert-Butyl5-oxo-L-prolinate
Packaging
100mg
Price
$75
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK1359134
Product name
L-Pyroglutamicacidter-butylester
Purity
98%
Packaging
1g
Price
$45
Updated
2021/12/16
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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

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View Lastest Price from tert-butyl 5-oxo-L-prolinate manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
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
Career Henan Chemical Co
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

35418-16-7, tert-butyl 5-oxo-L-prolinateRelated Search:

TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE tert-butyl 5-bromoindoline-1-carboxylate tert-Butyl 7-bromoheptanoate L-Lactide Ethyl L-pyroglutamate 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane tert-Butyl 5-iodopentylcarbamate tert-Butyl 9-aminononanoate Hexanoic acid, 6-bromo-, 1,1-dimethylethyl ester tert-butyl(7-oxoheptyl) carbamate 5-BROMOPENTANOIC ACID, T-BUTYL ESTER TERT-BUTYL 6-IODOHEXYLCARBAMATE Methyl L-prolinate hydrochloride H-PRO-HYP-OH H-SER-GLY-OH Ethyl L-serinate hydrochloride tert-Butyl 6-oxohexylcarbamate tert-Butyl 8-oxooctylcarbamate

  • L-PyroglutaMic acid ter-butyl ester
  • L-Pyr-Otbu
  • L-Proline,5-oxo-, 1,1-diMethylethyl ester
  • tert-butyl (2S)-5-oxopyrrolidine-2-carboxylate
  • tert-Butyl L-PyroglutaMate
  • (S)-tert-Butyl 5-oxopyrrolidine-2-carboxylate
  • 2-Methyl-2-propanyl 5-oxo-L-prolinate
  • tert-Butyl (S)-5-oxo-2-pyrrolidinecarboxylate
  • tert-Butyl (S)-2-Pyrrolidone-5-carboxylate
  • tert-Butyl (S)-5-oxopyrrolidine-2-carboxylate
  • tert-butyl 5-oxo-L-prolinate
  • L-PYROGLUTAMIC ACID TERT-BUTYL ESTER
  • 5-Oxopyrrolidine-2α-carboxylic acid tert-butyl ester
  • Pyroglutamic acid tert-butyl ester
  • Tert butyl l-pyroglutamine
  • (S)-5-Oxo-pyrrolidine-2-carboxylic acid tert-butyl ester
  • (2S)-5-Oxopyrrolidine-2-carboxylic acid tert-butyl ester
  • 5-Oxo-L-proline 1,1-dimethylethyl ester
  • 5-Oxo-L-proline tert-butyl ester
  • tert-Butyl L-Pyroglutamate &gt
  • tert-butyl 5-oxo-L-prolinate USP/EP/BP
  • tert-Butyl 5-oxo-L-prolinate,97%
  • L-Pyr-OtBu-OH
  • <i>tert-</i>Butyl (<i>S</i>)-2-pyrrolidone-5-carboxylate
  • 35418-16-7