ChemicalBook--->CAS DataBase List--->128811-48-3

128811-48-3

128811-48-3 Structure

128811-48-3 Structure
IdentificationBack Directory
[Name]

(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
[CAS]

128811-48-3
[Synonyms]

utamic Acid MethyL
1-Boc-5-oxo-D-proline Methyl ester
Boc-D-Pyroglutamic acid methyl ester
Boc-L-pyroglutamic acid methyl ester
(R)-N-(tert-butoxycarbonyl)pyroglutaMate
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
METHYL (R)-N-(TERT-BUTOXYCARBONYL)PYROGLUTAMATE
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE USP/EP/BP
-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
(R)-1-Tert-butyl2-Methyl5-oxopyrrolidine-1,2-dicarboxylate
1-tert-butyl 2-methyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate
(2R)-5-oxo-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester
(R)-5-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 2-METHYL ESTER
1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R)-
[Molecular Formula]

C11H17NO5
[MDL Number]

MFCD07783728
[MOL File]

128811-48-3.mol
[Molecular Weight]

243.26
Chemical PropertiesBack Directory
[Melting point ]

68-69℃
[Boiling point ]

361.6±35.0 °C(Predicted)
[density ]

1.209
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

-4.28±0.40(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C11H17NO5/c1-11(2,3)17-10(15)12-7(9(14)16-4)5-6-8(12)13/h7H,5-6H2,1-4H3/t7-/m1/s1
[InChIKey]

FNTAOUUEQHKLIU-SSDOTTSWSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)C(=O)CC[C@@H]1C(OC)=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933790090
Hazard InformationBack Directory
[Uses]

(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate is a useful intermediate used in the synthesis of (-)-Kaitocephalin; a non-selective ionotropic glutamate receptor antagonist.
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

Ethyl D-(-)-pyroglutamate

68766-96-1

BOC-PYR-OET

144978-12-1

General procedure for the synthesis of BOC-L-pyroglutamic acid ethyl ester from di-tert-butyl dicarbonate and D-pyroglutamic acid ethyl ester: D-pyroglutamic acid ethyl ester (5.1 g, 32.6 mmol) was dissolved in dichloromethane (70 ml), and triethylamine (4.55 ml, 32.6 mmol), di-tert-butyl dicarbonate (14.2 g, 65.2 mmol) and 4- ( dimethylamino)pyridine (3.98 g, 32.6 mmol). The reaction mixture was stirred at room temperature for 1.5 h. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm that the reaction was complete. After completion of the reaction, the reaction solution was washed twice with water and then with brine, the organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent ratio of 1:1 ethyl acetate/petroleum ether) to afford ethyl Boc-D-pyroglutamate as a light yellow viscous oil (7.98 g, 95% yield), which solidified to a solid after standing.

[References]

[1] Patent: WO2007/36730, 2007, A1. Location in patent: Page/Page column 120
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 4, p. 1383 - 1393
[3] Patent: EP1847536, 2007, A1. Location in patent: Page/Page column 28
[4] Patent: US2009/48213, 2009, A1. Location in patent: Page/Page column 70-71
[5] Patent: US2011/34469, 2011, A1. Location in patent: Page/Page column 124
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE(128811-48-3)1HNMR
128811-48-3 suppliers list
Company Name: Shanghai Chiral Chemicals Inc.  Gold
Telephone: 021-37285021 13472570865
Website: http://www.pure-chiral.com
Company Name: Shandong Binchen Chemical Co.,Ltd  Gold
Telephone: 13837799094 18351216136
Website: www.binchenchem.com
Company Name: Shanghai Baoboluo New Material Technology Co., Ltd  Gold
Telephone: 15572878882; 15572878882
Website: https://www.baoboluochem.cn
Company Name: Meryer (Shanghai) Chemical Technology Co., Ltd.  
Telephone: 4006356688 18621169109
Website: http://www.x-labseek.com/
Company Name: BeiJing Hwrk Chemicals Limted  
Telephone: 0757-86329057 18934348241
Website: www.hwrkchemical.com/
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: Capot Chemical Co., Ltd  
Telephone: +86 (0) 571 85 58 67 18
Website: www.capotchem.com
Company Name: Jia Xing Isenchem Co.,Ltd  
Telephone: 0573-85285100 18627885956
Website: https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm
Company Name: Adamas Reagent, Ltd.  
Telephone: 4006009262 13023226327
Website: http://www.tansoole.com
Company Name: Accela ChemBio Co.,Ltd.  
Telephone: 4000665055
Website: www.shao-yuan.com/
Company Name: Shanghai Hanhong Scientific Co.,Ltd.  
Telephone: 021-54306202 13764082696
Website: https://www.hanhongsci.com
Company Name: China DongFan Chemical Co.,LTD  
Telephone: 86-0571-85151182
Website: www.chemicalbook.com/ShowSupplierProductsList14819/0_EN.htm
Company Name: Shandong Xiya Chemical Co., Ltd  
Telephone: 13355009207 13355009207
Website: http://www.xiyashiji.com
Company Name: Shanghai Sunway Pharmaceutical Technology Co., Ltd  
Telephone: 13761987713
Website: http://www.sunwaypharm.cn
Company Name: Suzhou Sibian Chemical Technology Co.,Ltd.   
Telephone: 0512-65617459 18915409046
Website: www.sibian-chem.com
Company Name: Shanghai Topbiochem Technology Co., Ltd  
Telephone: +86-21-60341587
Website: www.topbiochem.com
Company Name: Shanghai Witofly Chemical Co.,Ltd  
Telephone:
Website: www.witofly.com
Company Name: Shanghai Yolne Chemical Co., Ltd.  
Telephone: 021-62960152
Website: http://www.yolne.com
Tags:128811-48-3 Related Product Information
408-50-4 9005-37-2 446-35-5 2447-88-3 20211-76-1 924-88-9 91872-10-5 95-89-6 6340-79-0 66673-40-3 4042-36-8 73323-65-6