Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
- Product Name
- Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
- CAS No.
- 3392-05-0
- Chemical Name
- Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
- Synonyms
- Boc-Ala-OSu;BOC-L-ALA-OSU;BOC-D-ALA-OSU;Boc-Ala-OSu, BR;BOC-D-ALANINE-OSU;BOC-L-Alanine-Osu;BOC-ALA-OSU CAS:3392-05-0;(Tert-Butoxy)Carbonyl Ala-OSu;N-Boc-L-alanine N-succinimidyl;Boc-L-Alanine N-hydroxysuccinimde
- CBNumber
- CB6277666
- Molecular Formula
- C12H18N2O6
- Formula Weight
- 286.28
- MOL File
- 3392-05-0.mol
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Property
- Melting point:
- 161-163 °C
- alpha
- -52 º (c=2.5% in dioxane)
- Density
- 1.27±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- Soluble in water or 1% acetic acid
- form
- Powder
- pka
- 10.81±0.46(Predicted)
- Appearance
- White to off-white Solid
- optical activity
- [α]20/D 52±3.5°, c = 2.5% in dioxane
- Sensitive
- Moisture Sensitive
- BRN
- 3560476
- CAS DataBase Reference
- 3392-05-0(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- 15385
- Product name
- Boc-Ala-OSu
- Packaging
- 5g
- Price
- $113
- Updated
- 2023/06/20
- Product number
- B3413
- Product name
- Boc-Ala-OSu
- Packaging
- 5G
- Price
- $71
- Updated
- 2025/07/31
- Product number
- B3413
- Product name
- Boc-Ala-OSu
- Packaging
- 25G
- Price
- $213
- Updated
- 2025/07/31
- Product number
- 04046
- Product name
- Boc-L-alanine -hydroxysuccinimide ester
- Purity
- ≥ 98% (HPLC)
- Packaging
- 5G
- Price
- $12.5
- Updated
- 2021/12/16
- Product number
- AS39017
- Product name
- Boc-Ala-OSU
- Purity
- 95% ee
- Packaging
- 5G
- Price
- $22
- Updated
- 2021/12/16
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Chemical Properties,Usage,Production
Chemical Properties
White powder
Uses
Reactant involved in synthesis of:
- Muramyldipeptide analogs via solid-phase synthesis
- Microcin C analogs for use as antibacterials
- Lipid I and nucleoside diphosphate peptide derivatives via N-methylimidazolium chloride catalyzed coupling
- N-Protected dipeptide acids
- Free and peptide-bound glycated amino acids for studies of interactions with human Caco-2 interstinal epithelial cell apical membrane transport proteins
- 7-Substituted camptothecin conjugates with RGD-peptides as avβ3 integrin ligands
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
15761-38-3
107960-02-1
3392-05-0
Example 11: Preparation of N-succinimidyl N-tert-butoxycarbonyl-L-alanine ester 0.95 g (5 mmol) of N-tert-butoxycarbonyl-L-alanine and 0.66 ml (5.5 mmol) of N-methylmorpholine were dissolved in 6 ml of tetrahydrofuran (THF), followed by a one-time addition of 1.8 g (5.5 mmol) of N-succinimidyl 1,2,2,2-tetrachloroethyl carbonate. The reaction mixture was stirred at 20°C for 2 hours. After completion of the reaction, it was diluted by adding about 25 ml of ethyl acetate, and the organic phase was washed quickly with 1N HCl solution, potassium bicarbonate solution in sequence, and finally washed twice with water. The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized by ethyl acetate/petroleum ether mixed solvent to give 1.25 g (87% yield) of white crystals. Evaporation of the mother liquor and recrystallization recovered 0.1 g of product, raising the overall yield to 94%. The melting point of the product was 158 °C. [α]D20 = +50.7 (c = 2, dioxane).
References
[1] Journal of Organic Chemistry, 1987, vol. 52, # 12, p. 2364 - 2367
[2] Patent: US4782164, 1988, A
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate manufacturers
- Product
- Boc-L-Ala-OSu 3392-05-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 95%
- Supply Ability
- 1T+
- Release date
- 2024-03-21
- Product
- Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate 3392-05-0
- Price
- US $0.00-0.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 100kg
- Release date
- 2023-06-30
- Product
- Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate 3392-05-0
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11