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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
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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)
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Safety

WGK Germany 
3
HS Code 
29241990
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
15076
Product name
Boc-Asp(OMe)-OH
Purity
≥98.0% (TLC)
Packaging
5g
Price
$69
Updated
2025/07/31
TRC
Product number
B621330
Product name
Boc-L-asparticAcidβ-MethylEster
Packaging
2g
Price
$70
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB15401
Product name
Boc-L-aspartic acid 4-methyl ester
Packaging
25g
Price
$85
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0002899
Product name
BOC-ASP(OME)-OH
Purity
95.00%
Packaging
1G
Price
$135.45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB15401
Product name
Boc-L-aspartic acid 4-methyl ester
Packaging
50g
Price
$155
Updated
2021/12/16
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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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Boc-L-aspartic acid 4-methyl ester Suppliers

Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
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61
GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Fax
86-21-61263399
Email
ymbetter@glbiochem.com
Country
China
ProdList
9981
Advantage
64
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
Advantage
66
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
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66
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11035
Advantage
64
Shanghai Chiral Chemicals Inc.
Tel
021-37285021 13472570865
Fax
86-021-51714507
Email
tym7xi@aliyun.com
Country
China
ProdList
308
Advantage
64
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
15883
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
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View Lastest Price from Boc-L-aspartic acid 4-methyl ester manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
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
Career Henan Chemical Co
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
Career Henan Chemical Co
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

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