Boc-L-aspartic acid 4-methyl ester
- Product Name
- Boc-L-aspartic acid 4-methyl ester
- CAS No.
- 59768-74-0
- Chemical Name
- Boc-L-aspartic acid 4-methyl ester
- Synonyms
- BOC-ASP(OME)-OH;Boc-L-Asp(OMe)-OH;BOC-ASP(OME)-OH DCHA;Boc-L-Asp(OMe)-OH·DCHA;boc-asp 4-methyl ester;REF DUPL: Boc-Asp(OMe)-OH;Boc-Asp(OMe)-OH >=98.0% (TLC);Boc-L-aspartate 4-methyl ester;N-Boc-asparic acid-b-methylester;(Tert-Butoxy)Carbonyl Asp(OMe)-OH
- CBNumber
- CB6287139
- Molecular Formula
- C10H17NO6
- Formula Weight
- 247.25
- MOL File
- 59768-74-0.mol
Boc-L-aspartic acid 4-methyl ester Property
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Solution
- color
- Clear colorless to yellow
- BRN
- 4810472
- CAS DataBase Reference
- 59768-74-0(CAS DataBase Reference)
Safety
- WGK Germany
- 3
- HS Code
- 29241990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 15076
- Product name
- Boc-Asp(OMe)-OH
- Purity
- ≥98.0% (TLC)
- Packaging
- 5g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- B621330
- Product name
- Boc-L-asparticAcidβ-MethylEster
- Packaging
- 2g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- FB15401
- Product name
- Boc-L-aspartic acid 4-methyl ester
- Packaging
- 25g
- Price
- $85
- Updated
- 2021/12/16
- Product number
- AAA0002899
- Product name
- BOC-ASP(OME)-OH
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $135.45
- Updated
- 2021/12/16
- Product number
- FB15401
- Product name
- Boc-L-aspartic acid 4-methyl ester
- Packaging
- 50g
- Price
- $155
- Updated
- 2021/12/16
Boc-L-aspartic acid 4-methyl ester Chemical Properties,Usage,Production
Chemical Properties
White solid
Uses
Boc-L-aspartic Acid β-Methyl Ester is used to prepare isoxazoline glycoprotein IIb/IIIa antagonists. It is also used to synthesize glutamic acid analogs as potent inhibitors of leukotriene A4 hydrolase.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
16856-13-6
59768-74-0
3.74 g (20.5 mmol) of L-aspartic acid-β-methyl ester hydrochloride was dissolved in 85 mL of mixed dioxane/H2O (2:1) solvent and 2.21 g (20.8 mmol) of Na2CO3 was added at 0 °C. After the reaction was carried out for 30 min, 2.21 g (20.8 mmol) of Na2CO3 and 5 g (25.7 mmol) di-tert-butyl dicarbonate (Boc2O) and stirred at room temperature overnight. After completion of the reaction, the solvent was removed by vacuum concentration and the residue was poured into 60 mL of ice water. The aqueous layer was washed with ether (2 × 25 mL), followed by acidification with 100 mL of 1 M NaHSO4 to pH = 3, and then the aqueous layer was extracted with ether (3 × 75 mL). The organic layers were combined, dried with MgSO4, filtered and the solvent evaporated, and the residue was purified by column chromatography using ethyl acetate as eluent to afford the target product 2-(S)-(tert-butoxycarbonylamino)-(methoxycarbonyl)butanoic acid (Boc-L-aspartic acid 4-methyl ester) in 75% yield. The product was a white solid with an Rf value of 0.50 (ethyl acetate) and [α]D=+28.6 (c=0.3; CHCl3).IR (cm-1): 3429 (NH), 2979 (CH), 1714 (C=O), 1509, 1438, 1394, 1367, 1156, 1057, 1026, 843, 780, 734 .1H NMR (300 MHz, CDCl3): δ (ppm) = 1.42 (s, 9H, CH3), 2.82 (dd, J=4.8,17.2 Hz, 1H, CH2), 3.02 (dd, J=17.2,4.1 Hz, 1H, CH2), 3.69 (s, 3H, OCH3), 4.59-4.62 (m 1H, CHN), 5.57 (d, J=8.5Hz, 1H, NHBoc), 10.8 (sl, 1H, COOH).13C NMR (75MHz, CDCl3): δ (ppm) = 28.2 (CH3), 36.4 (CH2), 49.7 (CHN), 52.1 (OCH3), 80.5 (C(CH3)3 ), 155.6 (COO), 171.6 (COO), 175.8 (COO). Elemental analysis (C10H17NO6) calculated values: C 48.58, H 6.93, N 5.67; measured values: C 48.64, H 7.04, N 5.68.
References
[1] Heterocycles, 1997, vol. 46, # 1, p. 335 - 348
[2] Journal of Organic Chemistry, 1988, vol. 53, # 9, p. 1900 - 1903
[3] Chemical Communications, 2001, # 18, p. 1710 - 1711
[4] Patent: WO2013/30193, 2013, A1. Location in patent: Page/Page column 30; 31
[5] RSC Advances, 2015, vol. 5, # 88, p. 71868 - 71872
Boc-L-aspartic acid 4-methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Boc-L-aspartic acid 4-methyl ester manufacturers
- Product
- Boc-L-Asp(OMe)-OH 59768-74-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2023-09-24
- Product
- Boc-L-aspartic acid 4-methyl ester 59768-74-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2018-08-14
- Product
- Boc-L-aspartic acid 4-methyl ester 59768-74-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000KG
- Release date
- 2018-08-15