ChemicalBook > CAS DataBase List > L-GLUTAMIC BENZYL ESTER

L-GLUTAMIC BENZYL ESTER

Product Name
L-GLUTAMIC BENZYL ESTER
CAS No.
54322-10-0
Chemical Name
L-GLUTAMIC BENZYL ESTER
Synonyms
L-GLUTAMIC BENZYL ESTER;1,5-Pentanedioic Acid Monobenzyl Ester;1-(Phenylmethyl) Ester Pentanedioic Acid;Pentanedioic acid, 1-(phenylmethyl) ester;1,5-Pentanedioic Acid Monobenzyl Ester, 97%min
CBNumber
CB21511822
Molecular Formula
C12H14O4
Formula Weight
222.24
MOL File
54322-10-0.mol
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L-GLUTAMIC BENZYL ESTER Property

Boiling point:
153-155 °C(Press: 0.05 Torr)
Density 
1.1645 g/cm3
storage temp. 
Sealed in dry,Room Temperature
pka
4.61±0.10(Predicted)
Appearance
Colorless to light yellow Solid-liquid mixture
InChI
InChI=1S/C12H14O4/c13-11(14)7-4-8-12(15)16-9-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2,(H,13,14)
InChIKey
WRSDJJXJDSEUSQ-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)CCCC(O)=O
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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
P319225
Product name
1-(Phenylmethyl)EsterPentanedioicAcid
Packaging
2.5g
Price
$265
Updated
2021/12/16
AK Scientific
Product number
5024AJ
Product name
1,5-Pentanedioicacidmonobenzylester
Packaging
25g
Price
$1221
Updated
2021/12/16
Ambeed
Product number
A139671
Product name
5-(Benzyloxy)-5-oxopentanoicacid
Purity
97%
Packaging
250mg
Price
$16
Updated
2021/12/16
Ambeed
Product number
A139671
Product name
5-(Benzyloxy)-5-oxopentanoicacid
Purity
97%
Packaging
1g
Price
$49
Updated
2021/12/16
Ambeed
Product number
A139671
Product name
5-(Benzyloxy)-5-oxopentanoicacid
Purity
97%
Packaging
5g
Price
$188
Updated
2021/12/16
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L-GLUTAMIC BENZYL ESTER Chemical Properties,Usage,Production

Uses

1-(Phenylmethyl) Ester Pentanedioic Acid is a useful reagent for organic synthesis.

Synthesis

108-55-4

100-51-6

54322-10-0

GENERAL METHOD: To a solution of glutaric anhydride (1.0 g, 10 mmol) in DMF (4 mL) was slowly added benzyl alcohol (0.94 mL, 9.09 mmol) and N,N-diisopropylethylamine (DIEA, 1.93 mL, 11 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the solvent was removed using a rotary evaporator (Speed-vac). The residue was dissolved in ethyl acetate (50 mL) and washed sequentially with saturated sodium chloride solution (10 mL x 2). The organic phase was separated and extracted with aqueous sodium bicarbonate solution (5M, 5mL x 3). The aqueous phase extracts were combined and the pH was adjusted to 4 with aqueous citric acid (5M) and extracted with ethyl acetate (30mL × 3). All ethyl acetate extracts were combined, washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 1,5-glutaric acid monobenzoate as a white solid (1.66 g, 89% yield).

References

[1] Chemical Biology and Drug Design, 2018, vol. 92, # 2, p. 1403 - 1408
[2] Synthetic Communications, 2001, vol. 31, # 9, p. 1399 - 1419
[3] Journal of the American Chemical Society, 1996, vol. 118, # 29, p. 6826 - 6840
[4] Chemical Communications, 2011, vol. 47, # 17, p. 4896 - 4898
[5] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 23, p. 7507 - 7514

L-GLUTAMIC BENZYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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54322-10-0, L-GLUTAMIC BENZYL ESTERRelated Search:


  • L-GLUTAMIC BENZYL ESTER
  • 1,5-Pentanedioic Acid Monobenzyl Ester
  • Pentanedioic acid, 1-(phenylmethyl) ester
  • 1-(Phenylmethyl) Ester Pentanedioic Acid
  • 1,5-Pentanedioic Acid Monobenzyl Ester, 97%min
  • 54322-10-0