Boc-L-glutamic acid 1-tert-butyl ester
- Product Name
- Boc-L-glutamic acid 1-tert-butyl ester
- CAS No.
- 24277-39-2
- Chemical Name
- Boc-L-glutamic acid 1-tert-butyl ester
- Synonyms
- BOC-GLU-OTBU;BOC-L-;(S)-5-(tert-butoxy)-4-((tert-butoxycarbonyl)aMino)-5-oxopentanoic acid;BOC-L-GLU-OTBU;u-OtBu;EOS-61895;BOC-GLU-OBUT;Boc-Glu-OtBu,>98%;BOC-GLUTAMIC ACID-OTBU;BOC-GLU-OTBU (24277-39-2)
- CBNumber
- CB6671468
- Molecular Formula
- C14H25NO6
- Formula Weight
- 303.35
- MOL File
- 24277-39-2.mol
Boc-L-glutamic acid 1-tert-butyl ester Property
- Melting point:
- 111.0 to 115.0 °C
- Boiling point:
- 449.8±40.0 °C(Predicted)
- Density
- 1.121±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- solubility
- Soluble in dimethyl formamide.
- form
- powder to crystaline
- pka
- 4.48±0.10(Predicted)
- color
- White to Almost white
- optical activity
- -30.8554° (C=1.0042 g/100ml, MEOH)
- BRN
- 3653769
- InChI
- InChI=1S/C14H25NO6/c1-13(2,3)20-11(18)9(7-8-10(16)17)15-12(19)21-14(4,5)6/h9H,7-8H2,1-6H3,(H,15,19)(H,16,17)/t9-/m0/s1
- InChIKey
- YMOYURYWGUWMFM-VIFPVBQESA-N
- SMILES
- C(OC(C)(C)C)(=O)[C@H](CCC(O)=O)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 24277-39-2(CAS DataBase Reference)
Safety
- Risk Statements
- 22/22-36/37/38
- Safety Statements
- 4-7-28-35-44
- WGK Germany
- 3
- HS Code
- 2924 19 00
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- B2522
- Product name
- Boc-Glu-OtBu
- Packaging
- 5g
- Price
- $348.53
- Updated
- 2025/07/31
- Product number
- 8.53028
- Product name
- Boc-Glu-OtBu
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $425
- Updated
- 2025/07/31
- Product number
- B4534
- Product name
- 1-tert-Butyl N-(tert-Butoxycarbonyl)-L-glutamate
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $51
- Updated
- 2025/07/31
- Product number
- B4534
- Product name
- 1-tert-Butyl N-(tert-Butoxycarbonyl)-L-glutamate
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $148
- Updated
- 2025/07/31
- Product number
- B656135
- Product name
- N-Boc-glutamicAcidTert-butylEster
- Packaging
- 50g
- Price
- $325
- Updated
- 2021/12/16
Boc-L-glutamic acid 1-tert-butyl ester Chemical Properties,Usage,Production
Chemical Properties
White powder crystal
Uses
Boc-Glu-OtBu is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make unique peptides containing glutamate tert-butyl ester residues.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24277-38-1
24277-39-2
General procedure for the synthesis of Boc-L-glutamic acid 1-tert-butyl ester from (S)-1-tert-butyl 5-methyl 2-((tert-butoxycarbonyl)amino)pentanedioate: crude N-Boc-glutamic acid 1-tert-butyl ester (5-methyl ester from the previous step, 30.4 g, 95.8 mmol) was dissolved in THF (300 mL), 1N LiOH was added aqueous solution (144 mL). The reaction mixture was stirred at room temperature for 40 min and the progress of the reaction was monitored by TLC to confirm complete consumption of the feedstock. Upon completion of the reaction, THF was removed using a rotary evaporator.The remaining aqueous phase was extracted with ethyl acetate (3 × 100 mL) and subsequently acidified with solid citric acid to pH 4. The acidified aqueous phase was again extracted with ethyl acetate (3 × 100 mL). All the ethyl acetate extracts were combined, washed with saturated brine (2×50 mL), dried over anhydrous magnesium sulfate, filtered and concentrated to give the target product Boc-L-glutamic acid-1-tert-butyl ester as a colorless oil. Yield: 25 g (92% yield, calculated based on Boc-Glu(OMe)-OH). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3) and 13C NMR (75 MHz, CDCl3).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 13, p. 3793 - 3797
[2] Journal of Organic Chemistry, 2005, vol. 70, # 22, p. 8730 - 8733
[3] Russian Chemical Bulletin, 2010, vol. 59, # 1, p. 110 - 115
[4] Journal of the American Chemical Society, 1993, vol. 115, # 15, p. 6646 - 6651
[5] Tetrahedron Letters, 2003, vol. 44, # 28, p. 5251 - 5253
Boc-L-glutamic acid 1-tert-butyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
Boc-L-glutamic acid 1-tert-butyl ester Suppliers
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View Lastest Price from Boc-L-glutamic acid 1-tert-butyl ester manufacturers
- Product
- Boc-L-glutamic acid 1-tert-butyl ester 24277-39-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2025-04-01
- Product
- Boc-L-glutamic acid 1-tert-butyl ester 24277-39-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 2000ton
- Release date
- 2023-08-28
- Product
- Boc-L-glutamic acid 1-tert-butyl ester 24277-39-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2018-08-16