ChemicalBook > CAS DataBase List > Boc-L-glutamic acid 1-tert-butyl ester

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
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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)
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Safety

Risk Statements 
22/22-36/37/38
Safety Statements 
4-7-28-35-44
WGK Germany 
3
HS Code 
2924 19 00
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B2522
Product name
Boc-Glu-OtBu
Packaging
5g
Price
$348.53
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53028
Product name
Boc-Glu-OtBu
Purity
Novabiochem?
Packaging
25g
Price
$425
Updated
2025/07/31
TCI Chemical
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
TCI Chemical
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
Usbiological
Product number
264387
Product name
Boc-L-glutamic acid a-t-butyl ester
Packaging
5g
Price
$422
Updated
2021/12/16
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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

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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

Henan Aochuang Chemical Co.,Ltd.
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
Shaanxi Haibo Biotechnology Co., Ltd
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
Career Henan Chemical Co
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

24277-39-2, Boc-L-glutamic acid 1-tert-butyl esterRelated Search:

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