4-methylbenzene-1-sulfonic acid benzyl (2R)-2-aminopropanoate

• ChemBase ID: 133614
• Molecular Formular: C17H21NO5S
• Molecular Mass: 351.41734
• Monoisotopic Mass: 351.11404378
• SMILES: Cc1ccc(cc1)S(=O)(=O)O.C[C@H](C(=O)OCc1ccccc1)N
• Canonical SMILES: O=C([C@H](N)C)OCc1ccccc1.Cc1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/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-;/m1./s1
• InChIKey: NWOPHJSSBMABBD-DDWIOCJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylbenzene-1-sulfonic acid benzyl (2R)-2-aminopropanoate
• IUPAC Traditional name: toluenesulfonic acid benzyl (2R)-2-aminopropanoate
• Synonyms: D-Alanine benzyl ester p-toluenesulfonate salt; D-Alanine Phenylmethyl Ester 4-Methylbenzenesulfonate; D-Alanine Benzyl Ester Tosylate; O-Benzyl-D-alanine Toluene-p-sulfonate; H-D-Ala-OBzl-TosOH; D-Alanine Benzyl Ester p-Toluenesulfonate SaltAlso see: A481525

Database IDs

• CAS Number: 41036-32-2
• EC Number: 255-185-2
• MDL Number: MFCD00039092
• PubChem SID: 24891264; 162227891
• PubChem CID: 2802425

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.5267084
• LogD (pH = 7.4): 1.0203846
• Log P: 1.2916559
• Molar Refractivity: 49.879 cm^3
• Polarizability: 19.978762 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 110-114°C

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Toronto Research Chemicals - A481510

A benzoxazine derivatives as modulators of chemokine receptors for treatment of inflammatory and immunoregulatory diseases.

REFERENCES

• Freidinger, R., et al.: Science, 210, 656 (1980)
• Tourwe, D., et al.: Bioorg. Med. Chem. Lett., 2, 1305 (1980)
• Chou, K., et al.: Anal. Biochem., 286, 1 (1980)
• Le Diguarher, T., et al.: Bioorg. Med. Chem. Lett., 14, 767 (1980)
• Van den Eynde, I., et al.: