- L-Ala-OBzl.Tos-OH
-
- $0.00 / 1kg
-
2025-09-15
- CAS:42854-62-6
- Min. Order: 1kg
- Purity: 98%
- Supply Ability: 1T+
- H-Ala-OBzl.TosOH
-
- $8.99 / 1KG
-
2022-02-25
- CAS:42854-62-6
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 1000tons
|
| | L-Alanine benzyl ester 4-toluenesulfonate Basic information |
| | L-Alanine benzyl ester 4-toluenesulfonate Chemical Properties |
| Melting point | 112-116 °C | | alpha | -5 º (c=3% in methanol) | | refractive index | -5.0 ° (C=3, MeOH) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | DMSO, Methanol | | form | Solid | | color | White | | Optical Rotation | [α]20/D 5.0±0.5°, c = 3% in methanol | | BRN | 3586474 | | InChI | InChI=1/C10H13NO2.C7H8O3S/c1-8(11)10(12)13-7-9-5-3-2-4-6-9;1-6-2-4-7(5-3-6)11(8,9)10/h2-6,8H,7,11H2,1H3;2-5H,1H3,(H,8,9,10)/t8-;/s3 | | InChIKey | NWOPHJSSBMABBD-JNODIIHCNA-N | | SMILES | C1(S(=O)(=O)O)=CC=C(C)C=C1.C1(=CC=CC=C1)COC(=O)[C@@H](N)C |&1:21,r| | | CAS DataBase Reference | 42854-62-6(CAS DataBase Reference) |
| | L-Alanine benzyl ester 4-toluenesulfonate Usage And Synthesis |
| Chemical Properties | Yellowish Oil | | Uses | A benzoxazine derivatives as modulators of chemokine receptors for treatment of inflammatory and immunoregulatory diseases. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | To a 300 mL three-necked flask equipped with a thermometer, stirring device, and Dean-Stark separator were added 5.00 g (56.12 mmol) L-alanine, 41.03 g (379.42 mmol) benzyl alcohol, and 12.81 g (67.34 mmol) p-toluenesulfonic acid. The system pressure was reduced from atmospheric pressure (101.3 kPa) to 2.0 kPa. The reaction mixture was heated to an internal temperature of about 50 °C to start azeotropic removal of water and slowly warmed up to 62 °C over a period of 2 hours. Maintaining the same pressure and temperature, the reaction was continued with stirring for 3.5 hours. The reaction solution was cooled to 50 °C and 111.66 g of tert-butyl methyl ether was added dropwise over 30 minutes and about 0.005 g (0.01 mmol) of L-alanine benzyl ester p-toluenesulfonate was added as a crystal seed. After keeping stirring at 50°C for 30 minutes, 55.83 g of tert-butyl methyl ether was continued dropwise over 1 hour. Stirring was continued at 50 °C for 1 h, followed by slow cooling to 0 °C over 5 h and stirring at 0 °C overnight. The crystals were collected by filtration and washed with 15.00 g of pre-cooled tert-butyl methyl ether in three portions. Drying gave 18.26 g of L-alanine benzyl ester p-toluenesulfonate in 98.6% yield based on L-alanine. The optical purity of the product was ≥99.9% e.e. | | References | [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 2, p. 339 - 345
[2] Patent: EP2062873, 2009, A1. Location in patent: Page/Page column 6
[3] Amino Acids, 2017, vol. 49, # 5, p. 965 - 974
[4] Patent: US2016/97052, 2016, A1. Location in patent: Paragraph 0308
[5] Journal of Antibiotics, 1998, vol. 51, # 8, p. 786 - 794 |
| | L-Alanine benzyl ester 4-toluenesulfonate Preparation Products And Raw materials |
|