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FMOC-alpha-glutaMine

Product Name
FMOC-alpha-glutaMine
CAS No.
292150-20-0
Chemical Name
FMOC-alpha-glutaMine
Synonyms
Fmoc-D-iso-Gln;Fmoc-D-Igln-OH;Fmoc-DL-Glu-NH2;Fmoc-α-Glutamine;Fmoc-d-isoglutamine;FMOC-alpha-glutaMine;N-Fmoc-D-isoglutamine;Fmoc-alpha-Glutamine, >97%;Fmoc-D-glutamic acid α-amide;FMOC-alpha-glutaMine USP/EP/BP
CBNumber
CB12570982
Molecular Formula
C20H20N2O5
Formula Weight
368.38
MOL File
292150-20-0.mol
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FMOC-alpha-glutaMine Property

storage temp. 
2-8°C
form 
solid
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS020862
Product name
(4R)-5-Amino-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid
Packaging
25 mg
Price
$179
Updated
2025/07/31
TRC
Product number
F680030
Product name
Fmoc-D-Glu-NH2
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
F680030
Product name
Fmoc-D-Glu-NH2
Packaging
250mg
Price
$55
Updated
2021/12/16
TRC
Product number
F680030
Product name
Fmoc-D-Glu-NH2
Packaging
500mg
Price
$65
Updated
2021/12/16
Chem-Impex
Product number
26456
Product name
Fmoc-D-glutamicacidα-amide,≥98%(HPLC)
Purity
≥98%(HPLC)
Packaging
250MG
Price
$75.71
Updated
2021/12/16
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FMOC-alpha-glutaMine Chemical Properties,Usage,Production

Chemical Properties

White crystalline powder

Synthesis

104091-09-0

292150-20-0

General procedure for the synthesis of (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-amino-5-oxoglutarate from (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-amino-5-oxopentanedioic acid: Fmoc-D-Glu-OH (59.8 g, 1.0 equiv) was dissolved in anhydrous tetrahydrofuran (THF, 324 mL). N,N'-dicyclohexylcarbodiimide (DCC, 40.1 g, 1.2 eq.) was added slowly with stirring under cooling in an ice-water bath. The reaction mixture was gradually warmed to room temperature and stirring was continued for 8 hours to produce a 1,3-dicyclohexylurea (DCU) precipitate. The precipitate was removed by filtration and washed with a small amount of THF. Subsequently, dry ammonia was passed into the filtrate under NaCl-ice bath cooling and stirring was continued for 1.5 h until no white solid precipitated. After standing for 30 min, a small amount of methanol (MeOH) was added to dissolve the solid. The mixture was again cooled in an ice water bath and the pH was adjusted to 2-3 by slow dropwise addition of 2.0 N HCl solution. the solvent was removed by concentration under reduced pressure. The resulting solid was dissolved in ethyl acetate (AcOEt) and washed sequentially with dilute HCl, saturated aqueous NaHCO3 solution and deionized water. The organic layers were separated, combined and dried with anhydrous magnesium sulfate (MgSO4) overnight. After filtration, the solvent was evaporated under reduced pressure and the residue was recrystallized by ethyl acetate-cyclohexane system. After filtration, 46.5 g of the target product was obtained in 78% yield. The product had a melting point of 204-205 °C and a specific optical rotation [α] = -4.2° (c = 10 mg/mL, DMF).1H-NMR (500 MHz, DMSO-d6) δ: 7.88 (2H, d, J = 8.0 Hz), 7.72 (2H, m), 7.42 (2H, m), 7.40 (1H, m), 7.40 (1H, br. s), 7.32 (2H, m), 7.02 (1H, br. s), 4.27 (2H, m), 4.20 (1H, m), 3.93 (1H, dd, J = 13.5, 8.5 Hz), 2.25 (2H, m), 1.89 (1H, m), 1.73 (1H, m).13C-NMR (125 MHz, DMSO-d6 ) δ: 173.9, 173.4, 155.9, 143.8, 140.7, 127.6, 127.0, 125.3, 120.0, 65.6, 53.8, 46.6, 30.4, 27.2. ESI-MS: m/z 369.03 [M + H]+, 759.98 [2M + Na]+. HR-MS (TOF) : m/z 369.1448 [M + H]+ (calculated value: 369.1449), 759.2623 [2M + Na]+ (calculated value: 759.2625), molecular formula C20H20N2O5.

References

[1] Patent: EP2612857, 2017, B1. Location in patent: Paragraph 0102-0107

FMOC-alpha-glutaMine Preparation Products And Raw materials

Raw materials

Preparation Products

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FMOC-alpha-glutaMine Suppliers

China 77 India 2 United States 5 Global 84
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from FMOC-alpha-glutaMine manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
FMOC-alpha-glutaMine 292150-20-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-25
Career Henan Chemical Co
Product
FMOC-alpha-glutaMine 292150-20-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20kg
Release date
2018-08-15

292150-20-0, FMOC-alpha-glutaMineRelated Search:

Polyglutamic acid

  • FMOC-alpha-glutaMine
  • FMOC-D-ISOGLN-OH(FMOC-D-GLU-NH2)
  • (4R)-5-Amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxopentanoic acid
  • Fmoc-D-glutamic acid α-amide≥ 99% (HPLC)
  • Fmoc-D-Igln-OH
  • N-Fmoc-D-isoglutamine
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl D-isoGln-OH
  • Fmoc-D-iso-Gln
  • (R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-amino-5-oxopentanoicacid
  • 4-Carbamoyl-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid
  • 5-amino-4-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]-5-oxopentanoic acid
  • (4R)-4-carbamoyl-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid
  • Fmoc-alpha-Glutamine, >97%
  • Pentanoic acid, 5-amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxo-, (4R)-
  • (4R)-5-Amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxopentaoic acid
  • Fmoc-DL-Glu-NH2
  • 5-amino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoicaci
  • FMOC-alpha-glutaMine USP/EP/BP
  • Fmoc-D-glutamic acid α-amide
  • 5-amino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid
  • Fmoc-d-isoglutamine
  • N~2~-[(9H-fluoren-9-ylmethoxy)carbonyl]-alpha-glutamine
  • Fmoc-α-Glutamine
  • Fmoc-D-glutamic acid α-amide, CAS 292150-20-0
  • 292150-20-0