ChemicalBook > CAS DataBase List > (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE

(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE

Product Name
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
CAS No.
128811-48-3
Chemical Name
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
Synonyms
METHYL (R)-N-(TERT-BUTOXYCARBONYL)PYROGLUTAMATE;1-tert-butyl 2-methyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate;utamic Acid MethyL;1-Boc-5-oxo-D-proline Methyl ester;Boc-L-pyroglutamic acid methyl ester;Boc-D-Pyroglutamic acid methyl ester;(R)-N-(tert-butoxycarbonyl)pyroglutaMate;(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE;(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE USP/EP/BP;-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
CBNumber
CB1433447
Molecular Formula
C11H17NO5
Formula Weight
243.26
MOL File
128811-48-3.mol
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(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE Property

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
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Safety

HS Code 
2933790090
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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.

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N-Bromosuccinimide Price

Synthonix
Product number
B61035
Product name
(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
Purity
>98%
Packaging
10g
Price
$26
Updated
2026/05/06
Synthonix
Product number
B61035
Product name
(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
Purity
>98%
Packaging
25g
Price
$40
Updated
2026/05/06
Crysdot
Product number
CD21016301
Product name
(R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
Purity
97%
Packaging
25g
Price
$120
Updated
2026/05/27
Chemenu
Product number
CM119322
Product name
Boc-D-Pyroglutamic Acid Methyl Ester
Purity
95%
Packaging
100g
Price
$164
Updated
2026/05/26
Chemenu
Product number
CM119322
Product name
Boc-D-Pyroglutamic Acid Methyl Ester
Purity
95%
Packaging
500g
Price
$668
Updated
2026/05/26
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(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE Chemical Properties,Usage,Production

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

24424-99-5

68766-96-1

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

(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE Suppliers

Shanghai Chiral Chemicals Inc.
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021-37285021 13472570865
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86-021-51714507
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tym7xi@aliyun.com
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China
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Shanghai Baoboluo New Material Technology Co., Ltd
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15572878882; 15572878882
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admin@baoboluomedchemfactory.com
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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Energy Chemical
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Capot Chemical Co., Ltd
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Adamas Reagent, Ltd.
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Accela ChemBio Co.,Ltd.
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021-50795510 4000665055
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021-50795055
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Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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View Lastest Price from (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE manufacturers

Career Henan Chemical Co
Product
(R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE 128811-48-3
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-07-31

128811-48-3, (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONERelated Search:


  • (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE
  • (R)-5-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 2-METHYL ESTER
  • METHYL (R)-N-(TERT-BUTOXYCARBONYL)PYROGLUTAMATE
  • Boc-D-Pyroglutamic acid methyl ester
  • Boc-L-pyroglutamic acid methyl ester
  • (R)-1-Tert-butyl2-Methyl5-oxopyrrolidine-1,2-dicarboxylate
  • (R)-N-(tert-butoxycarbonyl)pyroglutaMate
  • 1-Boc-5-oxo-D-proline Methyl ester
  • (2R)-5-oxo-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) 2-methyl ester
  • 1-tert-butyl 2-methyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate
  • utamic Acid MethyL
  • 1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R)-
  • (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE USP/EP/BP
  • -1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
  • 1-(1,1-Dimethylethyl) 2-methyl (2R)-5-oxo-1,2-pyrrolidinedicarboxylate
  • 128811-48-3