ChemicalBook > CAS DataBase List > L-Alanine benzyl ester 4-toluenesulfonate

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
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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)
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Safety

Risk Statements 
36/37/38
Safety Statements 
22-24/25-44-35-28-26-7-4
WGK Germany 
3
HS Code 
29224999
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
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
TCI Chemical
Product number
A2005
Product name
L-Alanine Benzyl Ester p-Toluenesulfonate
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$55
Updated
2025/07/31
TCI Chemical
Product number
A2005
Product name
L-Alanine Benzyl Ester p-Toluenesulfonate
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$128
Updated
2025/07/31
TRC
Product number
A481515
Product name
L-Alanine benzyl ester p-toluenesulfonate salt
Packaging
25g
Price
$120
Updated
2021/12/16
Usbiological
Product number
A1205-03
Product name
L-Alanine Benzyl Ester, p-Toluenesulfonic Acid Salt
Packaging
500mg
Price
$425
Updated
2021/12/16
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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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L-Alanine benzyl ester 4-toluenesulfonate Suppliers

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View Lastest Price from L-Alanine benzyl ester 4-toluenesulfonate manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
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
Hong Kong Tiansheng New Material Trading Co., Ltd
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
Hong Kong Tiansheng New Material Trading Co., Ltd
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

42854-62-6, L-Alanine benzyl ester 4-toluenesulfonateRelated Search:

Methyl acrylate p-Toluenesulfonic acid L-Alanine Sodium xylenesulfonate Benzyl bromide Ethyl p-toluenesulfonate Benzyl benzoate Benzyl alcohol Dimethyl succinate Sodium p-toluenesulfonate Tris(trimethylsilyl)phosphate L-Alanyl-L-Glutamine H-ALA-PNA HCL H-Ala-Glu-OH.HCl H-ALA-PHE-OH L-ALANYL-L-TYROSINE L-Alanine benzyl ester hydrochloride L-ALANYL-L-TRYPTOPHAN

  • (S)-Benzyl 2-aminopropanoate 4-methylbenzenesulfonate
  • L-Alanine benzyl ester 4-toluenesulfonate salt≥ 99% (HPLC)
  • L-Ala-OBzl·TosOH
  • ALANINE-OBZL P-TOSYLATE
  • H-Ala-OBzlos (Alanine benzyl ester para toluene sulfonate)
  • L-ALANINE BENZYL ESTER 4-TOLUENESULFONATE
  • L-ALANINE BENZYL ESTER 4-TOLUENESULFONATE SALT
  • L-ALANINE BENZYL ESTER P-TOLUENESULFONATE
  • L-ALANINE BENZYL ESTER P-TOLUENESULFONATE SALT
  • L-ALANINE BENZYL ESTER, P-TOLUENESULFONIC ACID SALT
  • L-ALANINE BENZYL ESTER P-TOLUENESULPHONATE
  • L-ALANINE BENZYL ESTER P-TOSYLATE
  • L-Alanine benzyl est
  • H-Ala-OBzl·Tos (Alanine benzyl ester para toluene sulfonate)
  • D-Ala-Obzl.Hcl
  • ?-alaninebenzylesterp-toluenesulfonate,98%
  • L-ALANINE BENZYL ESTER P-TOSYL ESTER
  • L-ALANINE BENZYL ESTER PTSA
  • L-ALANINE BENZYL ESTER TOLUENE-4-SULFONATE
  • L-ALANINE BENZYL ESTER TOSYLATE
  • L-ALA-OBZL TSOH
  • H-ALA-OBZL P-TOSYLATE
  • H-ALA-OBZL TOS
  • H-ALA-OBZL TOSOH
  • L-ALA-OBEL.TSOH
  • Benzyl (2S)-2-aminopropanoate 4-toluenesulfonate
  • H-L-Ala-OBzl*Tos
  • L-Alanine benzyl ester Toluene Sulfonic acid
  • O-benzyl-L-alanine toluene-p-sulphonate
  • L-ALANINEBENZYLESTERP-TOLUENESULFAONTESALT
  • L-Ala-Obzl·Tos L-Alanine benzyl ester p-toluenesulfonate
  • L-Ala-OBzl·Tos
  • L-Alanine Phenylmethyl Ester 4-Methylbenzenesulfonate
  • O-Benzyl-L-alanine Toluene-p-sulfonate
  • -Alanine benzyl ester 4-toluenesulfonate
  • benzyl (2S)-2-aminopropanoate
  • L-Alanine Benzyl Ester p-Toluenesulfonate &gt
  • L-Alanine benzyl ester 4-toluenesulfonate USP/EP/BP
  • L-Alanine benzyl ester p-toluenesulphonate salt, 98%+
  • L-Alanine benzyl ester p-toluenesulphonate salt
  • L-Alanine Benzyl Ester p-Toluene Sulfonate extrapure, 98%
  • H-L-Ala-Obzl.Tos.OH
  • L-Alanine, phenylmethyl ester, 4-methylbenzenesulfonate (1:1)
  • <sc>L</sc>-Alanine benzyl ester <i>p</i>-toluenesulfonate salt
  • 42854-62-6
  • C17H21NO5S
  • C10H13NO2C7H8SO3
  • C10H13NO2稢7H8O3S
  • CH3CHNH2COOCH2C6H5HOSO2C6H4CH3
  • C10H13NO27H8O3S
  • Amino Acid Derivatives
  • Alanine
  • Phenylalanine Derivatives
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Amino Acid Derivatives
  • Amino Acids & Derivatives