Name: N-Benzoyl-(2R,3S)-3-phenylisoserine
SKU: 132201-33-3

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Basic Information

Molecular Structure:
CAS No.:	132201-33-3
Name:	N-Benzoyl-(2R,3S)-3-phenylisoserine
Article Data:	22

Formula:	C₁₆H₁₅NO₄
Molecular Weight:	285.299
Synonyms:	Benzenepropanoicacid, b-(benzoylamino)-a-hydroxy-, [R-(R,S)]-;(2R,3S)-3-(Benzoylamino)-2-hydroxy-3-phenylpropionic acid;(2R,3S)-N-Benzoyl-3-phenylisoserine;
EINECS:	631-348-7
Density:	1.316 g/cm³
Melting Point:	169-172 °C(lit.)
Boiling Point:	580.7 °C at 760 mmHg
Flash Point:	305 °C
Appearance:	white powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	86.63000
LogP:	1.99410

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Specification

The Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (αR,βS)-, with the CAS registry number 132201-33-3, is also known as (2R,3S)-3-Benzoylamino-2-hydroxy-3-phenylpropionic acid. It belongs to the product categories of Serine Derivatives; Peptide Synthesis; Unnatural Amino Acid Derivatives. This chemical's molecular formula is C₁₆H₁₅NO₄ and formula weight is 285.29. What's more, its systematic name is called (2R,3S)-2-hydroxy-3-phenyl-3-[(phenylcarbonyl)amino]propanoic acid. This chemical is white powder.

Physical properties of Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (αR,βS)-: (1)ACD/LogP: 2.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.35; (4)ACD/LogD (pH 7.4): -0.72; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.38; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.625; (13)Molar Refractivity: 76.68 cm³; (14)Molar Volume: 216.7 cm³; (15)Surface Tension: 61.3 dyne/cm; (16)Density: 1.316 g/cm³; (17)Melting Point: 169-172 °C(lit.); (18)Flash Point: 305 °C; (19)Enthalpy of Vaporization: 91.36 kJ/mol; (20)Boiling Point: 580.7 °C at 760 mmHg; (21)Vapour Pressure: 2.51E-14 mmHg at 25°C.

Preparation: this chemical can be prepared by benzoyl chloride and (2R,3S)-3-Phenylisoserine. This reaction will need reagent 10 percent aq. NaHCO₃. The reaction time is 6 hours with reaction temperature of 4 ℃. The yield is about 74%.

Uses of Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, (αR,βS)-: it can be used to produce (2R,3S)-N-(2-hydroxyethyl)-3-benzamido-2-hydroxy-3-phenylpropanamide at temperature of 20 °C. This reaction is a kind of Acylation. It will need reagent carbonyldiimidazole and solvent tetrahydrofuran with reaction time of 12 hours. The yield is about 53%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@H](O)[C@@H](NC(=O)c1ccccc1)c2ccccc2
(2)InChI: InChI=1/C16H15NO4/c18-14(16(20)21)13(11-7-3-1-4-8-11)17-15(19)12-9-5-2-6-10-12/h1-10,13-14,18H,(H,17,19)(H,20,21)/t13-,14+/m0/s1
(3)InChIKey: HYJVYOWKYPNSTK-UONOGXRCBF