Fmoc-L-tert-leucine
- Product Name
- Fmoc-L-tert-leucine
- CAS No.
- 132684-60-7
- Chemical Name
- Fmoc-L-tert-leucine
- Synonyms
- FMOC-TLE-OH;(S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-3,3-diMethylbutanoic acid;FMOC-TBU-GLY-OH;FMOC-L-TLE-OH;FMOC-TBU-GLYCINE;FMOC-L-T-LEUCINE;RARECHEM EM WB 0083;FMOC-L-TERT-LEUCINE;FMOC-L-T-BUTYLGLYCINE;N-Fmoc-L-tert-leucine
- CBNumber
- CB1386464
- Molecular Formula
- C21H23NO4
- Formula Weight
- 353.41
- MOL File
- 132684-60-7.mol
Fmoc-L-tert-leucine Property
- Melting point:
- 124-127 °C
- Boiling point:
- 554.1±33.0 °C(Predicted)
- Density
- 1.209±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- ≥ 35.3mg/mL in DMSO, ≥ 49.6 mg/mL in EtOH
- pka
- 3.92±0.10(Predicted)
- form
- powder to crystal
- color
- White to Light yellow
- BRN
- 6662856
- CAS DataBase Reference
- 132684-60-7(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29242990
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.
N-Bromosuccinimide Price
- Product number
- 8.52027
- Product name
- Fmoc-α-t-butylglycine
- Purity
- Novabiochem?
- Packaging
- 1g
- Price
- $181
- Updated
- 2025/07/31
- Product number
- 8.52027
- Product name
- Fmoc-α-t-butylglycine
- Purity
- Novabiochem?
- Packaging
- 5G
- Price
- $713
- Updated
- 2025/07/31
- Product number
- 47524
- Product name
- Fmoc-tBu-Gly-OH
- Purity
- ≥98.0%
- Packaging
- 1g
- Price
- $306
- Updated
- 2025/07/31
- Product number
- F1251
- Product name
- N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tert-leucine
- Packaging
- 5G
- Price
- $53
- Updated
- 2025/07/31
- Product number
- F1251
- Product name
- N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tert-leucine
- Packaging
- 25G
- Price
- $212
- Updated
- 2025/07/31
Fmoc-L-tert-leucine Chemical Properties,Usage,Production
Chemical Properties
solid
Uses
Fmoc-Tle-OH is a versatile reactant used in the discovery of potent antagonists of antiapoptotic protein X-linked inhibitor of apoptosis (XIAP) for treatment of cancer. It is also used as reactant in the preparation of phosphino dipeptide derivatices as ligand in copper-phosphine catalyst for asymmetric conjugate addition of alkylzinc reagents to unsaturated ketones.
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
Synthesis
20859-02-3
28920-43-6
132684-60-7
General procedure for the synthesis of Fmoc-L-tert-leucine from L-tert-leucine and 9-fluorenylmethyl chloroformate: a 500 mL reaction flask was taken and to it was added L-tert-leucine (5.1 g, 38.6 mmol), dioxane (40 mL), and 10% sodium carbonate solution (100 mL). The reaction flask was placed in an ice bath and a dioxane solution (100 mL) of methyl chloroformate-9-fluorenyl (10.0 g, 38.6 mmol) was slowly added through a dropping funnel under mechanical stirring. After dropwise addition, the solution was gradually returned to room temperature and stirring was continued overnight. After completion of the reaction, 100 mL of water was added and extracted three times with 50 mL of ether, retaining the aqueous phase. The aqueous phase was cooled in an ice bath and the pH was adjusted slowly to 1 by adding 1 M dilute hydrochloric acid. subsequently, the aqueous solution was extracted three times with 50 mL of ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated to dryness to give the intermediate Fmoc-L-tert-leucine (14.3 g, 96% yield).
References
[1] Patent: CN106588987, 2017, A. Location in patent: Paragraph 0195; 0196; 0197
[2] Angewandte Chemie - International Edition, 2013, vol. 52, # 45, p. 11846 - 11851
[3] Angew. Chem., 2013, vol. 125, # 45, p. 12062 - 12067,6
[4] Chemistry - A European Journal, 2014, vol. 20, # 21, p. 6526 - 6531
[5] Patent: WO2018/145021, 2018, A1. Location in patent: Page/Page column 134
Fmoc-L-tert-leucine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Fmoc-L-tert-leucine manufacturers
- Product
- Fmoc-L-Tle-OH 132684-60-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T
- Release date
- 2023-11-29
- Product
- Fmoc-L-tert-leucine 132684-60-7
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-03