(R)-2-(2-Naphthyl)glycolic acid

Base Information

• Chemical Name: (R)-2-(2-Naphthyl)glycolic acid
• CAS No.: 43210-73-7
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• Hs Code.: 2918199090
• European Community (EC) Number: 847-495-7
• DSSTox Substance ID: DTXSID30432370
• Nikkaji Number: J998.492E
• Wikidata: Q82246437
• Mol file: 43210-73-7.mol

Synonyms:43210-73-7;(R)-2-(2-NAPHTHYL)GLYCOLIC ACID;(2R)-2-hydroxy-2-naphthalen-2-ylacetic acid;(R)-2-Hydroxy-2-(naphthalen-2-yl)acetic acid;(2R)-2-HYDROXY-2-(NAPHTHALEN-2-YL)ACETIC ACID;SCHEMBL2683267;DTXSID30432370;AT33157;(R)-2-(2-NAPHTHYL)GLYCOLICACID;(R)-alpha-Hydroxy-2-naphthaleneacetic acid;(r)-2-hydroxy-2-(beta-naphthyl)acetic acid;(R)-2-Hydroxy-2-(naphthalen-2-yl)aceticacid;EN300-7494471

Chemical Property of (R)-2-(2-Naphthyl)glycolic acid

Chemical Property:

• PSA: 57.53000
• LogP: 1.95780
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99%min ^*data from raw suppliers

(R)-2-(2-NAPHTHYL)GLYCOLIC ACID 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(C(=O)O)O
• Isomeric SMILES: C1=CC=C2C=C(C=CC2=C1)[C@H](C(=O)O)O

Technology Process of (R)-2-(2-Naphthyl)glycolic acid

There total 19 articles about (R)-2-(2-Naphthyl)glycolic 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: 68.0%

2-naphthyl cyanohydrin (20862-03-7) → (R)-2-hydroxy-2-(2-naphthyl)acetic acid (43210-73-7)

Guidance literature:

With phosphate buffer; nitrilase I; In methanol; at 37 ℃; pH=8;

DOI:10.1021/ja0259842

Reference yield: 25.0%

(R)-Hydroxy-naphthalen-2-yl-acetic acid; compound with (R)-1-phenyl-ethylamine → (R)-2-hydroxy-2-(2-naphthyl)acetic acid (43210-73-7)

Guidance literature:

With hydrogenchloride; In water;

Reference yield: 6.0%

(R)-α-hydroxy-2-naphthylacetamide (475582-26-4) → β-naphthaldehyde (66-99-9) + (R)-2-hydroxy-2-(2-naphthyl)acetic acid (43210-73-7)

Guidance literature:

With nitrosylsulfuric acid; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(02)00242-2

upstream raw materials:

2-(naphthalen-2-yl)-2-oxoacetic acid

2-naphthylglyoxal

Isopropylaminomethyl-2-naphthyl-keton-hydrobromid

(RS)-2-naphthylglycolic acid

Downstream raw materials:

(R)-α-methoxynaphthalen-2-ylacetic acid

Refernces

• 1、 Takahashi,Odashima,Koga. "Asymmetric reduction of arylglyoxylic acids via host-guest complex formation with optically active paracyclophanes". . p. 3571 - 3573. Retrieved 1985.
• 2、 -. "Nitrilases". Paragraph 0351; 0359. . Retrieved 2015/09/22.
• 3、 DeSantis, Grace,Zhu, Zuolin,Greenberg, William A.,Wong, Kelvin,Chaplin, Jenny,Hanson, Sarah R.,Farwell, Bob,Nicholson, Lawrence W.,Rand, Cynthia L.,Weiner, David P.,Robertson, Dan E.,Burk, Mark J.. "An enzyme library approach to biocatalysis: Development of nitrilases for enantioselective production of carboxylic acid derivatives". . p. 9024 - 9025. Retrieved 2007/10/03.