L-Alanine benzyl ester 4-toluenesulfonate
- Product Name
- L-Alanine benzyl ester 4-toluenesulfonate
- CAS No.
- 42854-62-6
- Chemical Name
- L-Alanine benzyl ester 4-toluenesulfonate
- Synonyms
- L-Ala-OBzl·TosOH;ALANINE-OBZL P-TOSYLATE;D-Ala-Obzl.Hcl;H-ALA-OBZL TOS;L-Ala-OBzl·Tos;L-ALA-OBZL TSOH;L-ALA-OBEL.TSOH;H-ALA-OBZL TOSOH;H-L-Ala-OBzl*Tos;H-L-Ala-Obzl.Tos.OH
- CBNumber
- CB9736395
- Molecular Formula
- C17H21NO5S
- Formula Weight
- 351.42
- MOL File
- 42854-62-6.mol
L-Alanine benzyl ester 4-toluenesulfonate Property
- 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 activity
- [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)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-44-35-28-26-7-4
- WGK Germany
- 3
- HS Code
- 29224999
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.
N-Bromosuccinimide Price
- Product number
- 05183
- Product name
- L-Alanine benzyl ester p-toluenesulfonate salt
- Purity
- ≥95.0% (T)
- Packaging
- 5g
- Price
- $75.3
- Updated
- 2023/06/20
- Product number
- A2005
- Product name
- L-Alanine Benzyl Ester p-Toluenesulfonate
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $55
- Updated
- 2025/07/31
- Product number
- A2005
- Product name
- L-Alanine Benzyl Ester p-Toluenesulfonate
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $128
- Updated
- 2025/07/31
- Product number
- A481515
- Product name
- L-Alanine benzyl ester p-toluenesulfonate salt
- Packaging
- 25g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- A1205-03
- Product name
- L-Alanine Benzyl Ester, p-Toluenesulfonic Acid Salt
- Packaging
- 500mg
- Price
- $425
- Updated
- 2021/12/16
L-Alanine benzyl ester 4-toluenesulfonate Chemical Properties,Usage,Production
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
56-41-7
104-15-4
100-51-6
42854-62-6
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
Raw materials
Preparation Products
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View Lastest Price from L-Alanine benzyl ester 4-toluenesulfonate manufacturers
- Product
- L-Ala-OBzl.Tos-OH 42854-62-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2024-03-18
- Product
- H-Ala-OBzl.TosOH 42854-62-6
- Price
- US $8.99/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000tons
- Release date
- 2021-12-23
- Product
- H-Ala-OBzl.TosOH 42854-62-6
- Price
- US $12.00/Kg/Bag
- Min. Order
- 1Kg/Bag
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2022-01-11