(R)-2-(benzyloxy)propanoic acid

Base Information

• Chemical Name: (R)-2-(benzyloxy)propanoic acid
• CAS No.: 100836-85-9
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• Hs Code.: 2918990090
• European Community (EC) Number: 628-833-0
• DSSTox Substance ID: DTXSID00426463
• Nikkaji Number: J1.485.091K
• Wikidata: Q72442527
• Mol file: 100836-85-9.mol

Synonyms:100836-85-9;(R)-2-(benzyloxy)propanoic acid;(R)-(+)-2-BENZYLOXYPROPIONIC ACID;(2R)-2-phenylmethoxypropanoic acid;(R)-(+)-2-(Benzyloxy)propionic acid;Propanoic acid, 2-(phenylmethoxy)-, (2R)-;(R)-2-(benzyloxy)propanoicacid;O-Benzyl-D-lactic acid;MFCD06799065;(r)-benzyloxypropionic acid;SCHEMBL138280;(r)-2-benzyloxypropanoic acid;(R)-2-benzyloxy-propionic acid;DTXSID00426463;XWAVPOFYNPXXEL-MRVPVSSYSA-N;(2R)-2-(benzyloxy)propanoic acid;(2R)-2-(benzyloxy)propionic acid;2,3,5-TRIIODOBENZYLALCOHOL;CS-M3394;AKOS015894045;DS-8956;Propanoic acid,2-(phenylmethoxy)-,(2R)-;EN300-59230;J-000229;(R)-(+)-2-(Benzyloxy)propionic acid, >=97.0% (HPLC)

Chemical Property of (R)-2-(benzyloxy)propanoic acid

Chemical Property:

• Vapor Pressure: 7.79E-05mmHg at 25°C
• Melting Point: 52-55 °C
• Refractive Index: 1.529
• Boiling Point: 328.2°Cat760mmHg
• PKA: 3.57±0.10(Predicted)
• Flash Point: 130.4°C
• PSA: 46.53000
• Density: 1.15g/cm³
• LogP: 1.67630
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• 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:

97% ^*data from raw suppliers

(R)-(+)-2-BenzyloxypropionicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@H](C(=O)O)OCC1=CC=CC=C1
• Uses: (R)-(+)-2-Benzyloxypropionic acid is used as a pharmaceutical intermediate.

Technology Process of (R)-2-(benzyloxy)propanoic acid

There total 48 articles about (R)-2-(benzyloxy)propanoic acid 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%

1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-yl 2-(benzyloxy)propionate → (R)-2-benzyloxypropionic acid (100836-85-9)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)00043-0

Reference yield: 86.0%

C16H28O3Si2 → (R)-2-benzyloxypropionic acid (100836-85-9)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; 2.6-dimethylphenol; C₃₂H₁₂BF₂₄^(1-)*C₄₄H₃₀N₂O₂P⁽¹⁺⁾; In toluene; at -40 ℃; for 24h; enantioselective reaction; Inert atmosphere;

DOI:10.1039/c4cc06081d

Reference yield: 84.0%

(S)-2-chloropropanoic acid (29617-66-1) + benzyl alcohol (100-51-6,185532-71-2) → (R)-2-benzyloxypropionic acid (100836-85-9)

Guidance literature:

benzyl alcohol; With sodium; at 80 - 90 ℃; for 2h;

(S)-2-chloropropanoic acid; at 55 ℃; for 3h;

With hydrogenchloride; In tert-butyl methyl ether; water; pH=1.5 - 6.5;

upstream raw materials:

ethyl 2-benzyloxypropionate

LACTIC ACID

benzyl bromide

(R,S)-2-chloropropionic acid

Downstream raw materials:

2-benzyloxypropionic acid methyl ester

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

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

2-benzyloxy-propionyl chloride