ChemicalBook > CAS DataBase List > Fmoc-L-beta-glutamic acid 5-tert-butyl ester

Fmoc-L-beta-glutamic acid 5-tert-butyl ester

Product Name
Fmoc-L-beta-glutamic acid 5-tert-butyl ester
CAS No.
209252-17-5
Chemical Name
Fmoc-L-beta-glutamic acid 5-tert-butyl ester
Synonyms
Fmoc-b-Glu(OtBu)-OH;Fmoc- -HoAsp(OtBu)-OH;Fmoc-β-HoAsp(OtBu)-OH;FMOC-BETA-GLU(OTBU)-OH;Fmoc-β-HomoAsp(OtBu)-OH;Fmoc-beta-HAsp(OtBu)-OH;FMOC-ASP(OTBU)-(C*CH2)OH;Fmoc-β-homo-Asp(OtBu)-OH;Fmoc-L-beta-HAsp(tBu)-OH;FMOC-B-HOMO-ASP(OTBU)-OH
CBNumber
CB5702002
Molecular Formula
C24H27NO6
Formula Weight
425.47
MOL File
209252-17-5.mol
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Fmoc-L-beta-glutamic acid 5-tert-butyl ester Property

Melting point:
82-83 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
Boiling point:
637.0±55.0 °C(Predicted)
Density 
1.232±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
pka
4.24±0.10(Predicted)
color 
White to off-white
Water Solubility 
Slightly soluble in water.
BRN 
7952342
CAS DataBase Reference
209252-17-5(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
03689
Product name
Fmoc-β-Glu(OtBu)-OH
Purity
≥95.0% (HPLC)
Packaging
1g
Price
$568
Updated
2023/06/20
Usbiological
Product number
277458
Product name
Fmoc-L-beta-glutamic acid 5-tert-butyl ester
Packaging
100mg
Price
$363
Updated
2021/12/16
TRC
Product number
F632015
Product name
N-Fmoc-L-β-glutamicAcid5-tert-ButylEster
Packaging
5g
Price
$940
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0002799
Product name
FMOC-L-BETA-GLUTAMIC ACID 5-TERT-BUTYL ESTER
Purity
95.00%
Packaging
1G
Price
$1027.95
Updated
2021/12/16
Chem-Impex
Product number
12849
Product name
Fmoc-L-β-glutamic acid 5--butyl ester
Purity
≥ 95% (HPLC)
Packaging
5G
Price
$890
Updated
2021/12/16
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Fmoc-L-beta-glutamic acid 5-tert-butyl ester Chemical Properties,Usage,Production

Chemical Properties

White to off-white powder

Uses

N-Fmoc-L-beta-glutamic acid 5-tert-butyl ester, is a protected building block used for the introduction of glutamic acid into peptides. Fmoc-beta-Glu(OtBu)-OH) was hydrolyzed with trifluoroacetic acid (TFA) and isolated with the HPLC system to give Fmoc-beta-Glu(OH)-OH.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

244031-63-8

209252-17-5

The general procedure for the synthesis of (R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid from the compound (CAS:244031-63-8) was as follows: the (R)-1-(carbonyl)-3-(tert-butoxycarbonyl)propan-2-ylcarbamate [4]aspartic acid (tBu)OH (2.0 g , 4.9 mmol, 1 equiv) was dissolved in anhydrous THF (20 mL). Triethylamine (0.74 mL, 5.4 mmol, 1.1 eq.) and ethyl chloroformate (0.52 mL, 5.4 mmol, 1.1 eq.) were added sequentially at -15 °C. Stirring was continued for 15 minutes and then the solution was allowed to warm to 0°C. Meanwhile, N-methylnitrosourea (2.5 g, 24.3 mmol, 5 eq.) was stirred in ice-cold ether (20 mL) and 40% KOH (20 mL, ice-cold) was added dropwise until completely dissolved. The yellow diazomethane solution in ether was added dropwise to the amino acid solution at 0 °C, then allowed to warm to room temperature and stirred for an additional 2.5 hours. The excess diazomethane was decomposed by dropwise addition of acetic acid. The solution was washed with saturated NaHCO3, saturated NH4Cl and brine. The organic layer was dried with Na2SO4 and evaporated under reduced pressure. The resulting diazomethane was dissolved in water/dioxane (1:5, v/v, 160 mL). After addition of silver benzoate (0.12 g, 0.5 mmol, 0.1 eq.), the mixture was sonicated in an ultrasonic bath until complete conversion (30 min) was monitored by TLC (MeOH/DCM, 1:20, Rf: 0.1-0.2). After evaporation of dioxane under reduced pressure, the solution was acidified with 5% HCl and the precipitate was extracted with EtOAc (three times). The organic layer was dried with Na2SO4 and evaporated under reduced pressure, and the crude product was purified by fast chromatography (MeOH/DCM, 1:20, Rf: 0.1-0.2) to afford [4] (1.3 g, 3.1 mmol, 63% yield).1H NMR (250 MHz, DMSO-d6): δ 12.2 (s, br, 1H), 7.90 (d, 2H), and 7.69 (dd, 2H), 7.42 (t, 2H), 7.33 (m, 3H), 4.27 (m, 3H), 3.59 (m, 1H), 2.41 (m, 4H), 1.38 (s, 9H).13C NMR (75 MHz, DMSO-d6): 172.49, 170.24, 144.35, 141.19 128.07, 127.51, 125.63, 120.56, 80.39, 65.80, 60.20, 47.17, 44.81, 28.13. Rt (10-100%): 23.5 min. ESI (m + Na): 448.1.

References

[1] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 4, p. 418 - 423
[2] Journal of the Chemical Society. Perkin Transactions 1, 2002, # 18, p. 2087 - 2089
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003, vol. 42, # 7, p. 1691 - 1695
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 10, p. 2152 - 2158
[5] Synthesis, 1998, # 6, p. 837 - 841

Fmoc-L-beta-glutamic acid 5-tert-butyl ester Preparation Products And Raw materials

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Preparation Products

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Fmoc-L-beta-glutamic acid 5-tert-butyl ester Suppliers

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View Lastest Price from Fmoc-L-beta-glutamic acid 5-tert-butyl ester manufacturers

R&D Scientific Inc.
Product
Fmoc-beta-homo-Asp(OtBu)-OH 209252-17-5
Price
US $1780.00/g
Min. Order
1g
Purity
98
Supply Ability
500 Kg
Release date
2024-04-03
Career Henan Chemical Co
Product
Fmoc-L-beta-glutamic acid 5-tert-butyl ester 209252-17-5
Price
US $2.00/KG
Min. Order
1g
Purity
98%min
Supply Ability
ask
Release date
2020-01-08

209252-17-5, Fmoc-L-beta-glutamic acid 5-tert-butyl esterRelated Search:

FMOC-L-BETA-HOMOLEUCINE Fmoc-L-beta-homoproline FMOC-L-BETA-HOMOSERINE(OTBU) (s)-3-(fmoc-amino)-n-trityl-adipic acid 6-amide Fmoc-Aib-OH L-Glutamic acid Buprofezin Fmoc-L-glutamic acid 5-tert-butyl ester BUTYL OLEATE Fmoc-8-amino-3,6-dioxaoctanoic acid 9-Fluorenylmethyl chloroformate Tris(trimethylsilyl)phosphate Fmoc-L-beta-homoglutamic acid 6-tert-butyl ester Fmoc-β-HomoLys(ivdde)-OH Fmoc-L-beta-homoalanine (3S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-[tri(phenyl)methylamino]pentanoic acid Fmoc-OSu Fmoc-N'-methyltrityl-L-lysine

  • N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-L-BETA-HOMOASPARTIC ACID GAMMA-T-BUTYL ESTER
  • (R)-N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-3-AMINO-5-T-BUTYL ESTER-5-OXOPENTANOIC ACID
  • FMOC-L-BETA-GLUTAMIC ACID 5-TERT-BUTYL ESTER
  • FMOC-L-BETA-HOMOASPARTIC ACID 5-TERT-BUTYL ESTER
  • FMOC-L-BETA-HOMOASPARTIC ACID GAMMA-T-BUTYL ESTER
  • FMOC-L-BETA-HOMOASPARTIC ACID(OTBU)
  • FMOC-BETA-GLU(OTBU)-OH
  • FMOC-BETA-HOMOASPARTIC ACID(OTBU)
  • FMOC-BETA-HOMOASP(OTBU)-OH
  • FMOC-ASP(OTBU)-(C*CH2)OH
  • Fmoc-L-β-homoaspartic acid 5-tert-butyl ester
  • Fmoc-β-homoaspartic acid(OtBu)
  • Fmoc-β-homo-Asp(OtBu)-OH
  • Fmoc-beta-Homoaspartic Acid
  • Fmoc-L-β-Homo-Asp(OtBu)-OH
  • Fmoc- -HoAsp(OtBu)-OH
  • Fmoc-b-Glu(OtBu)-OH
  • FMOC-S-HOMOASPARTIC ACID(OTBU)
  • Fmoc-L-beta-HAsp(tBu)-OH
  • N-beta-(9-Fluorenylmethyloxycarbonyl)-gamma-t-butyl-L-homoasparticacid
  • FMOC-SS-HOMOASPARTIC ACID(OTBU)
  • Fmoc-L-β-glutamic acid 5-tert-butyl ester, Fmoc-L-β-homoaspartic acid 5-tert-butyl ester
  • FMOC-B-HOMO-ASP(OTBU)-OH
  • Fmoc-β-homoaspartic acid
  • fmoc-b-Homoaspartic acid (otbu)
  • Pentanedioic acid, 3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, 1-(1,1-dimethyl
  • FMoc-L-^b-glutaMic acid 5-tert-butyl ester, 95%
  • N-FMoc-L-^b-glutaMic acid 5-tert-butyl ester, 95%
  • FMoc-beta-Hoasp(Otbu)-OH
  • (R)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid
  • Fmoc-L-β-glutamic acid 5-tert-butyl ester≥ 95% (HPLC)
  • N-Fmoc-L-beta-glutamic acid 5-tert-butyl ester
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl β-HoAsp(OtBu)-OH
  • (3R)-5-(tert-butoxy)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-oxopentanoic acid
  • 3-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
  • Pentanedioic acid, 3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, 1-(1,1-dimethylethyl) ester, (3R)-
  • Fmoc-β-HomoAsp(OtBu)-OH
  • Fmoc-L-β-glutamic acid 5-tert-butyl ester
  • Fmoc-β-HoAsp(OtBu)-OH
  • N-Fmoc-L-β-glutamic Acid 5-tert-Butyl Ester
  • Fmoc-Ss-Homo-Asp(Otbu)-OH
  • (3R)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
  • (3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoicaci
  • (R)-3-(Fmoc-amino)pentanedioic acid 1-tert-butyl ester
  • Fmoc-β-homoaspartic acid
  • Fmoc-beta-HAsp(OtBu)-OH
  • 209252-17-5
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Beta-Amino Acids
  • Unusual Amino Acids
  • Amino Acid Derivatives
  • β-Homo Amino Acids
  • Beta amino acids