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

Raw materials

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:

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(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