(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

TRC

Product number: B809480
Product name: (R)-1-tert-Butyl2-methyl5-oxopyrrolidine-1,2-dicarboxylate
Packaging: 50mg
Price: $45
Updated: 2021/12/16

AK Scientific

Product number: X9735
Product name: Methyl(R)-N-(tert-butoxycarbonyl)pyroglutamate
Packaging: 10g
Price: $90
Updated: 2021/12/16

Matrix Scientific

Product number: 074007
Product name: (R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
Purity: 95+%
Packaging: 1g
Price: $15
Updated: 2021/12/16

Matrix Scientific

Product number: 074007
Product name: (R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
Purity: 95+%
Packaging: 5g
Price: $44
Updated: 2021/12/16

Matrix Scientific

Product number: 074007
Product name: (R)-1-tert-Butyl 2-methyl 5-oxopyrrolidine-1,2-dicarboxylate
Purity: 95+%
Packaging: 25g
Price: $155
Updated: 2021/12/16

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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

China 139 India 4 United States 9 Global 152

Shanghai Chiral Chemicals Inc.

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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:

2-AMINO-3,5-DIBROMO-6-METHYLPYRIDINE Diisopropyl succinate LanthanuM(III) chloride hydrate 4-Amino-3-fluoropyridine 3-(4-BROMOBENZOYL)PROPIONIC ACID 2,4-Difluoronitrobenzene Propyleneglycol alginate 3-CHLORO-2,5-DIMETHYLPYRAZINE 4-Bromo-3-fluoroanisole 1-BOC-D-PYROGLUTAMIC ACID ETHYL ESTER D-Pyroglutamic acid BOC-D-PRO-OME (R)-N-BOC-5-METHOXYCARBONYL-2-PYRROLIDINONE 5-Hydroxymethylpyrrolidin-2-one (R)-(+)-2-(METHOXYMETHYL)-1-PYRROLIDINECARBOXALDEHYDE 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER BOC-D-PYR-OH METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER

(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