ChemicalBook > CAS DataBase List > (-)-D-PYROGLUTAMIC ACID METHYL ESTER

(-)-D-PYROGLUTAMIC ACID METHYL ESTER

Product Name
(-)-D-PYROGLUTAMIC ACID METHYL ESTER
CAS No.
64700-65-8
Chemical Name
(-)-D-PYROGLUTAMIC ACID METHYL ESTER
Synonyms
Methyl (R)-5-oxopyrrolidine-2-carboxylate;(R)-METHYL 5-OXOPYRROLIDINE-2-CARBOXYLATE;D-PYR-OME;Methyl D-pyroglutaMate;Methyl (R)-pyroglutamate;5-Oxo-D-proline methyl ester;Methyl (R)-(-)-2-pyrrolidinone;Methyl D-Pyroglutamate,99%e.e.;D-Proline, 5-oxo-, Methyl ester;(R)-PYROGLUTAMIC ACID METHYL ESTER
CBNumber
CB8267122
Molecular Formula
C6H9NO3
Formula Weight
143.14
MOL File
64700-65-8.mol
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(-)-D-PYROGLUTAMIC ACID METHYL ESTER Property

Boiling point:
83℃/0.25mm
Density 
1.226
storage temp. 
Sealed in dry,Room Temperature
solubility 
Dichloromethane
form 
Oil
pka
14.65±0.40(Predicted)
color 
Clear
Sensitive 
Moisture Sensitive
InChI
InChI=1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)/t4-/m1/s1
InChIKey
HQGPKMSGXAUKHT-SCSAIBSYSA-N
SMILES
C(OC)(=O)[C@H]1CCC(=O)N1
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Safety

HS Code 
2922500090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M137985
Product name
(R)-Methyl5-Oxopyrrolidine-2-carboxylate
Packaging
10g
Price
$135
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-FM
Product name
(D)-Pyroglutamic acid methyl ester
Packaging
25g
Price
$395
Updated
2021/12/16
Activate Scientific
Product number
AS22135
Product name
Methyl (R)-2-pyrrolidone-5-carboxylate
Purity
97+% ee
Packaging
25g
Price
$401
Updated
2021/12/16
AK Scientific
Product number
J98545
Product name
MethylD-pyroglutamate
Packaging
5g
Price
$65
Updated
2021/12/16
Activate Scientific
Product number
AS22135
Product name
Methyl (R)-2-pyrrolidone-5-carboxylate
Purity
97+% ee
Packaging
5G
Price
$118
Updated
2021/12/16
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(-)-D-PYROGLUTAMIC ACID METHYL ESTER Chemical Properties,Usage,Production

Uses

(R)-Methyl 5-Oxopyrrolidine-2-carboxylate, is a building block used in various chemical synthesis such as in preparation of phenylpropiolic acid derivatives as novel GPR40 agonists.

Synthesis

67-56-1

149-87-1

4931-66-2

The general procedure for the synthesis of methyl (S)-(+)-2-pyrrolidone-5-carboxylate from methanol and DL-pyroglutamic acid was as follows: DL-pyroglutamic acid (2150 g, 16.65 mol) was dissolved in a solvent mixture of methanol (2.0 L) and chloroform (2.0 L), and methanesulfonic acid (80 g, 0.83 mol) was added. This mixture was transferred to a Soxhlet extraction apparatus fitted with 3? molecular sieves and the reaction was refluxed under mechanical stirring for 5 days. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to afford methyl (S)-(+)-2-pyrrolidone-5-carboxylate as a yellow oil in 98% yield (16.3 mmol). The product could be used in the next reaction without further purification and its physicochemical properties were consistent with those reported in the literature.1H NMR (CDCl3, 400 MHz) δ ppm: 2.08-2.50 (m, 4H, CHCH2CH2), 3.77 (s, 3H, CH3), 4.29 (m, 1H, CH2CH2CH), 7.62 (br s, 1H, NH). NH).

References

[1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 1143 - 1146
[2] Synthesis (Germany), 2016, vol. 48, # 14, p. 2226 - 2244
[3] Journal of the American Chemical Society, 1987, vol. 109, # 25, p. 7925 - 7926
[4] Chemistry - A European Journal, 2005, vol. 11, # 8, p. 2577 - 2590
[5] Patent: EP2098526, 2009, A1. Location in patent: Page/Page column 13

(-)-D-PYROGLUTAMIC ACID METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (-)-D-PYROGLUTAMIC ACID METHYL ESTER manufacturers

Career Henan Chemical Co
Product
(-)-D-PYROGLUTAMIC ACID METHYL ESTER 64700-65-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-12-25

64700-65-8, (-)-D-PYROGLUTAMIC ACID METHYL ESTERRelated Search:

3-Cyano-5-fluorobenzoic acid 3,5-diamino-4-methyl-benzoic acid 4-Chloro-5-(chlorosulfonyl)-2-fluorobenzoic acid 4-Cyanobenzoic acid 2,4-Dichloro-5-fluorobenzoic acid 2,5-Dichloro-3-fluorobenzoic acid 2-Chloro-5-(trifluoromethyl)benzoic acid 2-Chloro-6-(trifluoromethyl)be 2,6-DIBROMOBENZOIC ACID 1-Methyl-L-pyroglutamic acid methyl ester BOC-L-Pyroglutamic acid methyl ester hydrochloride L-PYROGLUTAMIC ACID METHYL ESTER,(+)-L-PYROGLUTAMIC ACID METHYL ESTER,(S)-PYROGLUTAMIC ACID METHYL ESTER,Pyroglutamic acid methyl ester N-tert-Butoxycarbonyl-L-pyroglutamic acid methyl ester,BOC-L-PYROGLUTAMIC ACID METHYL ESTER

  • (R)-PYROGLUTAMIC ACID METHYL ESTER
  • (-)-D-PYROGLUTAMIC ACID METHYL ESTER
  • (D)-PYROGLUTAMIC ACID METHYL ESTER
  • METHYL (R)-2-PYRROLIDINE-5-CARBOXYLATE
  • D-PYR-OME
  • METHYL (R)-(+)-2-PYRROLIDONE-5-CARBOXYLATE
  • Methyl (R)-(-)-2-pyrrolidinone
  • Methyl D-pyroglutaMate
  • (R)-Methyl 2-pyrrolidone-5-carboxylate
  • 5-Oxo-D-proline methyl ester
  • (R)-METHYL 5-OXOPYRROLIDINE-2-CARBOXYLATE
  • Methyl (R)-(-)-2-pyrrolidinone-5-carboxylate, 98%
  • Methyl (R)-5-oxopyrrolidine-2-carboxylate
  • methyl (2R)-5-oxopyrrolidine-2-carboxylate
  • Methyl (R)-pyroglutamate
  • D-Proline, 5-oxo-, Methyl ester
  • Methyl D-Pyroglutamate,99%e.e.
  • (-)-D-PYROGLUTAMIC ACID METHYL ESTER
  • 64700-65-8