(S)-methyl 2-hydroxy-3-phenylpropanoate

Base Information

• Chemical Name: (S)-methyl 2-hydroxy-3-phenylpropanoate
• CAS No.: 13673-95-5
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 29181990
• DSSTox Substance ID: DTXSID40415351
• Nikkaji Number: J94.143C
• Wikidata: Q27464167
• Mol file: 13673-95-5.mol

Synonyms:13673-95-5;(S)-methyl 2-hydroxy-3-phenylpropanoate;Methyl L-3-phenyllactate;Methyl-(2S)-2-hydroxy-3-phenylpropanoate;methyl (2S)-2-hydroxy-3-phenylpropanoate;Methyl (S)-2-hydroxy-3-phenylpropionate;3-phenyllactic acid methyl ester;MFCD00038224;SCHEMBL3980617;DTXSID40415351;NMPPJJIBQQCOOI-VIFPVBQESA-N;FD1247;AKOS005067766;AKOS015850964;CS-W007891;methyl 2(S)-hydroxy-3-phenylpropionate;DS-14356;methyl (S)-2-hydroxy-3-phenylpropionoate;(2s)-methyl 2-hydroxy-3-phenylpropionate;(S)-(-)-3-phenyllactic acid methyl ester;Methyl L-3-phenyllactate, >=97.0% (HPLC);EN300-1174652;(s)-2-hydroxy-3-phenyl-propionic acid methyl ester;(S)-2-Hydroxy-3-phenylpropionic acid, methyl ester;J-006901;Q27464167

Chemical Property of (S)-methyl 2-hydroxy-3-phenylpropanoate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00126mmHg at 25°C
• Melting Point: 40-45 °C(lit.)
• Refractive Index: 1.529
• Boiling Point: 286.1 °C at 760 mmHg
• PKA: 13.00±0.20(Predicted)
• Flash Point: 120 °C
• PSA: 46.53000
• Density: 1.150 g/cm³
• LogP: 0.76300
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

(s)-Methyl2-H-ydroxy-3-phenylpropanoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)O
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=CC=C1)O
• Uses: Methyl?L-3-phenyllactate can be used:As an intermediate in the synthesis of bortezomib analogs as 20S proteasome inhibitors.As a substrate in the amination of the benzylic C-H bonds and the aminated products are further used to prepare β-lactams.As an intermediate in one of the key synthetic steps for the preparation of YM-254890 analog, a selective Gαq/11 inhibitor.

Technology Process of (S)-methyl 2-hydroxy-3-phenylpropanoate

There total 51 articles about (S)-methyl 2-hydroxy-3-phenylpropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

L-3-phenyllactic acid (20312-36-1) → (S)-methyl 2-hydroxy-3-phenylpropanoate (13673-95-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 17h; Heating / reflux;

Reference yield: 97.0%

methanol (67-56-1) + L-3-phenyllactic acid (20312-36-1) → (S)-methyl 2-hydroxy-3-phenylpropanoate (13673-95-5)

Guidance literature:

methanol; L-3-phenyllactic acid; With methanesulfonic acid; at 55 ℃; for 24h;

With sodium hydrogencarbonate; In water; at 10 ℃; pH=4.5;

With sodium hydrogencarbonate; more than 3 stages;

Reference yield: 97.0%

methyl (S)-2-hydroxy-3-phenylpropionate; 2-hydroxy-3-phenylpropionic acid; mixture of → (S)-methyl 2-hydroxy-3-phenylpropanoate (13673-95-5)

Guidance literature:

methyl (S)-2-hydroxy-3-phenylpropionate; 2-hydroxy-3-phenylpropionic acid; mixture of; With sodium hydrogencarbonate; In water; at 10 ℃; pH=4.6;

In n-heptane; at 10 ℃; for 1h;

With sodium hydrogencarbonate; In n-heptane; water; at 10 ℃; pH=7.1;

upstream raw materials:

L-3-phenyllactic acid

diazomethane

methanol

N,N’-diisopropyl-O-methylisourea

Downstream raw materials:

(2S)-2-hydroxy-N-methoxy-N-methyl-3-phenylpropanamide

methyl (2S)-2-(2-bromopropanoyloxy)-3-phenylpropanoate

(S)-2-hydroxy-1-morpholin-4-yl-3-phenyl-propan-1-one

N-[(S)-2-Hydroxy-3-phenylpropanoyl]pyrrolidine