(R)-alpha-Methoxy-2-naphthylacetic acid

Base Information

• Chemical Name: (R)-alpha-Methoxy-2-naphthylacetic acid
• CAS No.: 156942-67-5
• Molecular Formula: C13H12O3
• Molecular Weight: 216.23
• European Community (EC) Number: 633-898-3
• DSSTox Substance ID: DTXSID00467255
• Wikidata: Q76421580
• Mol file: 156942-67-5.mol

Synonyms:156942-67-5;(R)-alpha-Methoxy-2-naphthylacetic acid;(2R)-2-methoxy-2-naphthalen-2-ylacetic acid;(R)-2-Methoxy-2-(naphthalen-2-yl)acetic acid;2-Naphthaleneacetic acid, alpha-methoxy-, (alphaR)-;(R)-alpha-Methoxy-2-naphthaleneacetic acid, (R)-2-NMA;(R)-|A-Methoxy-2-naphthylacetic acid;(2R)-2-methoxy-2-(naphthalen-2-yl)acetic acid;DTXSID00467255;(R)- alpha -Methoxy-2-naphthylacetic acid;FT-0773482;(R)-alpha-Methoxy-2-naphthylacetic acid, >=99.0%;J-009357;(R)-alpha-Methoxy-2-naphthaleneacetic acid, (R)-2-NMA

Chemical Property of (R)-alpha-Methoxy-2-naphthylacetic acid

Chemical Property:

• Melting Point: 101-104 °C
• PSA: 46.53000
• LogP: 2.61190
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-α-Methoxy-2-naphthylacetic acid ≥99.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (R)-alpha-Methoxy-2-naphthylacetic acid

There total 20 articles about (R)-alpha-Methoxy-2-naphthylacetic 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)-Methoxy-naphthalen-2-yl-acetic acid methyl ester (475582-28-6) → (R)-α-methoxynaphthalen-2-ylacetic acid (156942-67-5)

Guidance literature:

With phosphate buffer; Krebsiella oxytoca esterase; In water; at 39 ℃; pH=7.0;

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

Reference yield: 58.0%

(R)-2-methoxy-2-naphthalen-2-ylethanol (537695-86-6) → (R)-α-methoxynaphthalen-2-ylacetic acid (156942-67-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In phosphate buffer; acetonitrile; at 55 ℃; for 4h;

DOI:10.1016/S0957-4166(03)00023-5

Reference yield:

2-naphthylethylene (827-54-3,28406-56-6) → (R)-α-methoxynaphthalen-2-ylacetic acid (156942-67-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / AD-mix β / 2-methyl-propan-2-ol; H2O / 2 h / 20 °C

2: 92 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 84 percent / t-BuOK / acetonitrile / 12 h / 20 °C

4: 94 percent / TBAF / acetonitrile / 4 h / 20 °C

5: 58 percent / TEMPO; NaClO; NaClO₂ / acetonitrile; aq. phosphate buffer / 4 h / 55 °C

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; potassium tert-butylate; tetrabutyl ammonium fluoride; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In phosphate buffer; dichloromethane; water; acetonitrile; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;

DOI:10.1016/S0957-4166(03)00023-5

upstream raw materials:

(+/-)-α-Methoxy-α-(2-naphthyl)acetic acid

(+/-)-Methyl α-methoxy-α-(2-naphthyl)acetate

(R)-Methoxy-naphthalen-2-yl-acetic acid methyl ester

(R)-2-methoxy-2-naphthalen-2-ylethanol