chempirical

(2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester

C17H17NO4CAS 32981-85-4299.33 g/mol

Open in Covalent MOL file
OOHONHO
AlcoholEster

Properties

Molecular formula
C17H17NO4
Molar mass
299.33 g/mol
Exact mass
299.1158 Da
Melting point
183–185 °C
logP
2.27Crippen estimate
Polar surface area
79.1 Ų
H-bond donors / acceptors
2 / 4
Rotatable bonds
5
Stereocentres
R, Sin SMILES atom order

Hazards

Not classified as hazardous under GHS. Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Identifiers

CAS number
32981-85-4
SMILES
COC(=O)[C@H](O)[C@@H](N=C(O)c1ccccc1)c1ccccc1
InChIKey
UYJLJICUXJPKTB-LSDHHAIUSA-N
InChI
InChI=1S/C17H17NO4/c1-22-17(21)15(19)14(12-8-4-2-5-9-12)18-16(20)13-10-6-3-7-11-13/h2-11,14-15,19H,1H3,(H,18,20)/t14-,15+/m0/s1

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Names and synonyms

8 names
  • Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, methyl ester, (αR,βS)-
  • Isoserine, N-benzoyl-3-phenyl-, methyl ester, (2R,3S)-
  • Benzenepropanoic acid, β-(benzoylamino)-α-hydroxy-, methyl ester, [R-(R*,S*)]-
  • Methyl (2R,3S)-N-benzoylphenylisoserinate
  • Methyl (-)-(2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropionate
  • (2R,3S)-Methyl 3-benzoylamino-2-hydroxy-3-phenylpropanoate
  • LKT-T 0104
  • Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, methyl ester, (alphaR,betaS)-

Work with (2R,3S)-N-Benzoyl-3-phenylisoserine methyl ester

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Methyl (αR,βS)-β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxybenzenepropanoate124605-42-165 % similar (2R,3S)-N-Benzoyl-3-phenylisoserine132201-33-365 % similar Methyl (R)-(-)-mandelate20698-91-351 % similar Methyl (2S)-2-hydroxy-2-phenylacetate21210-43-551 % similar (+-)-Methyl mandelate4358-87-651 % similar Methyl alpha-phenylbenzeneacetate3469-00-948 % similar Dimethyl (2S,3S)-2,3-dihydroxybutanedioate13171-64-744 % similar Dimethyl 2,3-dihydroxybutanedioate5057-96-544 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Benzyloxycarbonyl-L-phenylalanine1161-13-3 N-(Benzyloxycarbonyl)-D-phenylalanine2448-45-5 N-(Benzyloxycarbonyl)-dl-phenylalanine3588-57-6

Elsewhere

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