Cas no 13673-95-5 ((S)-Methyl 2-hydroxy-3-phenylpropanoate)

(S)-Methyl 2-hydroxy-3-phenylpropanoate is a chiral ester derivative of phenylalanine, commonly used as an intermediate in organic synthesis and pharmaceutical applications. Its stereospecific (S)-configuration makes it valuable for asymmetric synthesis, particularly in the production of enantiomerically pure compounds. The hydroxyl and ester functional groups provide versatile reactivity for further derivatization, enabling its use in peptidomimetics, bioactive molecules, and fine chemical synthesis. The compound exhibits high chemical stability under standard conditions, facilitating handling and storage. Its well-defined chiral center ensures consistent performance in stereoselective reactions, making it a preferred choice for researchers requiring precise control over molecular architecture.
(S)-Methyl 2-hydroxy-3-phenylpropanoate structure
13673-95-5 structure
Product Name:(S)-Methyl 2-hydroxy-3-phenylpropanoate
CAS No:13673-95-5
MF:C10H12O3
MW:180.200483322144
MDL:MFCD00038224
CID:49396
PubChem ID:5289077
Update Time:2025-06-15

(S)-Methyl 2-hydroxy-3-phenylpropanoate Chemical and Physical Properties

Names and Identifiers

    • (S)-Methyl 2-hydroxy-3-phenylpropanoate
    • alpha-Hydroxybenzenepropanoic acid methyl ester
    • L-3-Phenyl-lactic acid methyl ester
    • (-)-3-Phenyllactic acid methyl ester
    • Methyl L-3-phenyllactate
    • L(-) PHENYLLACTIC ACID METHYL ESTER
    • L-PHENYLLACTIC ACID METHYLESTER
    • L-β-Phenyllactic acid-OMe
    • Methyl-(2S)-2-hydroxy-3-phenylpropanoate
    • methyl (2S)-2-hydroxy-3-phenylpropanoate
    • L-METHYL 3-PHENYLLACTATE
    • L-b-Phenyllactic acid-OMe
    • L-METHYL-BETA-PHENYLLACTATE
    • L-β-Phenyllatctic Acid-OMe
    • L-BETA-PHENYLLACTIC ACID-OME
    • (2S)-2-hydroxy-3-phenylbutanoate
    • Methyl (S)-2-hydroxy-3-phenylpropionate
    • PubChem6055
    • L-3-Phenyllactic acid-OMe
    • KSC493S5F
    • NMPPJJIBQQCOOI-VIFPVBQESA-N
    • FD1247
    • methyl 2(S)-hydroxy-3-phenylpropionate
    • methyl (S)-2-hydro
    • MFCD00038224
    • SCHEMBL3980617
    • (S)-2-Hydroxy-3-phenylpropionic acid, methyl ester
    • 13673-95-5
    • methyl (S)-2-hydroxy-3-phenylpropionoate
    • J-006901
    • Q27464167
    • (S)-(-)-3-phenyllactic acid methyl ester
    • (s)-2-hydroxy-3-phenyl-propionic acid methyl ester
    • AKOS005067766
    • AKOS015850964
    • DTXSID40415351
    • EN300-1174652
    • (2s)-methyl 2-hydroxy-3-phenylpropionate
    • Methyl L-3-phenyllactate, >=97.0% (HPLC)
    • CS-W007891
    • DS-14356
    • α-Hydroxybenzenepropanoic acid methyl ester
    • DB-031338
    • MDL: MFCD00038224
    • Inchi: 1S/C10H12O3/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3/t9-/m0/s1
    • InChI Key: NMPPJJIBQQCOOI-VIFPVBQESA-N
    • SMILES: O[C@H](C(=O)OC)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 180.07900
  • Monoisotopic Mass: 180.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 162
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.5
  • Topological Polar Surface Area: 46.5

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.150
  • Melting Point: 40-45?°C (lit.)
  • Boiling Point: 286.1°C at 760 mmHg
  • Flash Point: 120 oC
  • Refractive Index: 1.529
  • PSA: 46.53000
  • LogP: 0.76300
  • Solubility: Not determined
  • Specific Rotation: -20.0 o(c=2,H2O)
  • Optical Activity: [α]/D +4.4±0.5°, c =?1% in methanol

(S)-Methyl 2-hydroxy-3-phenylpropanoate Security Information

  • Hazard Statement: H302-H315-H319-H335
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: 24/25
  • Storage Condition:Sealed in dry,Room Temperature

(S)-Methyl 2-hydroxy-3-phenylpropanoate Customs Data

  • HS CODE:2918199090
  • Customs Data:

    China Customs Code:

    2918199090

    Overview:

    HS: 2918199090. Other alcohol containing but not other oxy carboxylic acids(Including its anhydride\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

(S)-Methyl 2-hydroxy-3-phenylpropanoate Pricemore >>

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Additional information on (S)-Methyl 2-hydroxy-3-phenylpropanoate

Comprehensive Overview of (S)-Methyl 2-hydroxy-3-phenylpropanoate (CAS No. 13673-95-5): Properties, Applications, and Industry Insights

(S)-Methyl 2-hydroxy-3-phenylpropanoate (CAS No. 13673-95-5) is a chiral ester compound widely recognized for its role in organic synthesis and pharmaceutical intermediates. This optically active molecule, characterized by its hydroxy and phenyl functional groups, is a key building block in the production of fine chemicals. Its enantiomeric purity and ester functionality make it valuable for asymmetric synthesis, attracting attention from researchers and manufacturers alike.

The compound’s structural features, including the stereocenter at the 2-position, enable its use in crafting chiral auxiliaries and flavor/fragrance ingredients. Recent studies highlight its potential in green chemistry, aligning with the growing demand for sustainable synthesis methods. Users searching for "CAS 13673-95-5 suppliers" or "(S)-Methyl 2-hydroxy-3-phenylpropanoate synthesis" often seek data on its optical rotation, solubility, and reaction pathways—topics we delve into below.

From a technical perspective, (S)-Methyl 2-hydroxy-3-phenylpropanoate exhibits a molecular weight of 180.20 g/mol and a typical boiling point range of 280–282°C. Its hydrophilic-lipophilic balance (HLB) makes it suitable for formulations requiring controlled polarity. Analytical techniques like HPLC and NMR are essential for verifying its purity, a critical factor for applications in pharmaceutical APIs and cosmetic emulsifiers.

Industry trends reveal rising interest in biocatalytic production of such esters, driven by eco-conscious regulations. Queries like "enzymatic resolution of 13673-95-5" reflect this shift. Additionally, its non-toxic profile (when handled properly) supports adoption in food-grade additives, though compliance with FDA/EFSA guidelines remains paramount. Researchers frequently compare it to analogs like (R)-enantiomers or unsubstituted phenylpropanoates to optimize reaction yields.

In conclusion, (S)-Methyl 2-hydroxy-3-phenylpropanoate (CAS No. 13673-95-5) bridges academic innovation and industrial utility. Its versatility in chiral synthesis, coupled with alignment with green chemistry principles, ensures enduring relevance. For those exploring "bulk purchase of 13673-95-5" or "stereoselective esterification techniques," understanding its physicochemical and commercial landscape is indispensable.

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