(2R)-2-hydroxy-2-methyl-3-phenylpropanoic acid

Base Information

• Chemical Name: (2R)-2-hydroxy-2-methyl-3-phenylpropanoic acid
• CAS No.: 63742-14-3
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• DSSTox Substance ID: DTXSID80461190
• Nikkaji Number: J1.300.862K
• Wikidata: Q82285458
• Mol file: 63742-14-3.mol

Synonyms:63742-14-3;(2R)-2-hydroxy-2-methyl-3-phenylpropanoic acid;(R)-2-HYDROXY-2-METHYLBENZENEPROPANOIC ACID;benzyl-l-lactic acid;SCHEMBL180161;(R)-2-HYDROXY-2-METHYL-3-PHENYLPROPANOIC ACID;DTXSID80461190;IBIBMVNOBCIJNU-SNVBAGLBSA-N;()-2-Hydroxy-2-methylbenzenepropanoic acid;Z1198165765

Chemical Property of (2R)-2-hydroxy-2-methyl-3-phenylpropanoic acid

Chemical Property:

• Melting Point: 120 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 333.5±22.0 °C(Predicted)
• PKA: 3.76±0.11(Predicted)
• PSA: 57.53000
• Density: 1.222±0.06 g/cm3(Predicted)
• LogP: 1.06470
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99%min ^*data from raw suppliers

(R)-2-HYDROXY-2-METHYL-3-PHENYLPROPIONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC=CC=C1)(C(=O)O)O
• Isomeric SMILES: C[C@@](CC1=CC=CC=C1)(C(=O)O)O

Technology Process of (2R)-2-hydroxy-2-methyl-3-phenylpropanoic acid

There total 25 articles about (2R)-2-hydroxy-2-methyl-3-phenylpropanoic 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: 100.0%

(R)-3-methyl-4-phenylbut-1-yne-3-ol (159100-28-4) → (R)-(+)-2-hydroxy-2-methyl-3-phenylpropionic acid (63742-14-3)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In tetrachloromethane; water; acetonitrile; for 12h;

DOI:10.1016/0957-4166(94)80062-6

Reference yield: 100.0%

ethyl (R)-2-hydroxy-2-methyl-3-phenylpropanoate (223480-34-0,205505-45-9) → (R)-(+)-2-hydroxy-2-methyl-3-phenylpropionic acid (63742-14-3)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

DOI:10.3987/COM-97-S24

Reference yield: 92.0%

(R)-(+)-2-methyl-2-hydroxy-3-phenylpropionamide (850755-22-5) → (R)-(+)-2-hydroxy-2-methyl-3-phenylpropionic acid (63742-14-3)

Guidance literature:

With hydrogenchloride; In water; for 3h; Heating;

DOI:10.1021/jo0482615

upstream raw materials:

(R)-1-Phenyl-2-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-propan-2-ol

(R)-2-tert-Butoxy-N-((S)-1-methoxymethyl-2,2-dimethyl-propyl)-2,N-dimethyl-3-phenyl-propionamide

(R)-3-methyl-4-phenylbut-1-yne-3-ol

ethyl (R)-2-hydroxy-2-methyl-3-phenylpropanoate

Downstream raw materials:

Methyl-2-acetoxy-2-methyl-3-phenylpropionat

(S)-2-Acetoxy-2-methyl-3-phenyl-propionic acid methyl ester

methyl (R)-2-hydroxy-2-methyl-3-phenyl-propionate

Refernces

• 1、 Ley, Steven V.,Diez, Elena,Dixon, Darren J.,Guy, Richard T.,Michel, Patrick,Nattrass, Gillian L.,Sheppard, Tom D.. "Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to α-hydroxyacid and amide derivatives". . p. 3608 - 3617. Retrieved 2007/10/03.
• 2、 Jew, Sang-Sup,Kim, Hyun-Ah,Kim, Jeong-Hoon,Park, Hyeung-Geun. "Enantioselective synthesis of eucomols using sharpless catalytic asymmetric dihydroxylation". . p. 65 - 70. Retrieved 2007/10/03.