methyl (2S)-2-(dibenzylamino)-3-hydroxypropanoate

• ChemBase ID: 144758
• Molecular Formular: C18H21NO3
• Molecular Mass: 299.36424
• Monoisotopic Mass: 299.15214354
• SMILES: COC(=O)[C@H](CO)N(Cc1ccccc1)Cc1ccccc1
• Canonical SMILES: OC[C@@H](C(=O)OC)N(Cc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C18H21NO3/c1-22-18(21)17(14-20)19(12-15-8-4-2-5-9-15)13-16-10-6-3-7-11-16/h2-11,17,20H,12-14H2,1H3/t17-/m0/s1
• InChIKey: VAAGDABRDJFHHK-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-(dibenzylamino)-3-hydroxypropanoate
• IUPAC Traditional name: methyl (2S)-2-(dibenzylamino)-3-hydroxypropanoate
• Synonyms: (S)-2-Dibenzylamino-3-hydroxypropionicacid methyl ester; N,N-Dibenzyl-L-serine methyl ester; (S)-2-二苄基氨基-3-羟基丙酸甲酯; N,N-二苯甲基-L-丝氨酸甲酯

Database IDs

• CAS Number: 88099-67-6
• MDL Number: MFCD03427042
• PubChem SID: 24878428; 162238970
• PubChem CID: 16217031

CALCULATED PROPERTIES

• Acid pKa: 14.865165
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.0142996
• LogD (pH = 7.4): 2.7588334
• Log P: 2.7848473
• Molar Refractivity: 86.1046 cm^3
• Polarizability: 33.880978 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Density: 1.201 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5550(lit.)
• Optical Rotation: [α]24/D -110°, c = 1% in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Linear Formula: HOCH2CH(CO2CH3)N(CH2C6H5)2

DETAILS

Sigma Aldrich - 539953

Packaging
5 g in glass bottle