Ethyl (S)-2-(benzyloxy)propionate

Base Information

• Chemical Name: Ethyl (S)-2-(benzyloxy)propionate
• CAS No.: 54783-72-1
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60434887
• Nikkaji Number: J1.051.874A
• Wikidata: Q82249468
• Mol file: 54783-72-1.mol

Synonyms:ETHYL (S)-2-(BENZYLOXY)PROPIONATE;54783-72-1;Ethyl (2S)-2-(benzyloxy)propanoate;ethyl (2S)-2-phenylmethoxypropanoate;(S)-ethyl benzyloxypropionate;SCHEMBL10472516;DTXSID60434887;YECFQHZUGDYXTN-JTQLQIEISA-N;ethyl (s)-2-(benzyloxy)propanoate;2-O-Benzyl-L-lactic acid ethyl ester;AKOS030254324

Chemical Property of Ethyl (S)-2-(benzyloxy)propionate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 90-96°C/0.5mm
• PSA: 35.53000
• LogP: 2.15480
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

Ethyl(S)-2-(Benzyloxy)propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)OCC1=CC=CC=C1
• Isomeric SMILES: CCOC(=O)[C@H](C)OCC1=CC=CC=C1
• Uses: Ethyl (S)-2-(benzyloxy)propionate is used in the process for preparation of optically active 2-hydroxypropoxyaniline derivatives as intermediates for Levofloxacin via enzymic or microbial stereoselective hydrolysis of racemic lactic acid ester.

Technology Process of Ethyl (S)-2-(benzyloxy)propionate

There total 16 articles about Ethyl (S)-2-(benzyloxy)propionate 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: 95.0%

(S)-Ethyl lactate (687-47-8) + O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → ethyl (S)-2-(benzyloxy)propionate (54783-72-1)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; for 60h; Ambient temperature;

DOI:10.1016/S0022-328X(96)06850-7

Reference yield: 95.0%

(S)-Ethyl lactate (687-47-8) + benzyl bromide (100-39-0) → ethyl (S)-2-(benzyloxy)propionate (54783-72-1)

Guidance literature:

(S)-Ethyl lactate; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2014.03.067

Reference yield: 95.0%

(S)-Ethyl lactate (687-47-8) → ethyl (S)-2-(benzyloxy)propionate (54783-72-1)

Guidance literature:

(S)-Ethyl lactate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

benzyl halide; In tetrahydrofuran; at 0 - 20 ℃; for 12.75h;

DOI:10.1039/b501346c

upstream raw materials:

(S)-Ethyl lactate

O-benzyl 2,2,2-trichloroacetimidate

benzyl bromide

benzyl P,P-diphenyl-N-(methanesulfonyl)phosphinimidate

Downstream raw materials:

(S)-2-benzyloxy-3-ethyl-pentan-3-ol

(S)-2-(benzyloxy)propan-1-ol

(3S)-3-(benzyloxy)-1-chloro-2-butanone

(S)-3-Benzyloxy-1,1-bis-p-tolylsulfanyl-butan-2-one