(1S)-2,3-Dihydro-1H-indene-1-carboxylic acid

Base Information

• Chemical Name: (1S)-2,3-Dihydro-1H-indene-1-carboxylic acid
• CAS No.: 68000-22-6
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• European Community (EC) Number: 850-844-6
• DSSTox Substance ID: DTXSID901258475
• Nikkaji Number: J1.222.799J
• Mol file: 68000-22-6.mol

Synonyms:68000-22-6;(1S)-2,3-DIHYDRO-1H-INDENE-1-CARBOXYLIC ACID;(S)-2,3-Dihydro-1H-indene-1-carboxylic acid;(S)-1-Indancarboxylic acid;SCHEMBL1400973;DTXSID901258475;AT39917;EN300-370487;(1S)-2,3-DIHYDRO-1H-INDENE-1-CARBOXYLICACID

Chemical Property of (1S)-2,3-Dihydro-1H-indene-1-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.80100
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-Indancarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C1C(=O)O
• Isomeric SMILES: C1CC2=CC=CC=C2[C@H]1C(=O)O

Technology Process of (1S)-2,3-Dihydro-1H-indene-1-carboxylic acid

There total 9 articles about (1S)-2,3-Dihydro-1H-indene-1-carboxylic 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: 91.0%

3H-indene-1-carboxylic acid (14209-41-7) → (S)-2,3-dihydro-1H-indene-1-carboxylic acid (68000-22-6)

Guidance literature:

With C₄₂H₄₈CoP₂; hydrogen; triethylamine; zinc; In methanol; at 50 ℃; for 16h; under 25858.1 Torr; enantioselective reaction;

DOI:10.1021/jacs.9b13876

Reference yield: 62.0%

methyl (S)-2,3-dihydro-1H-indene-3-carboxylate (36330-15-1) → (S)-2,3-dihydro-1H-indene-1-carboxylic acid (68000-22-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 96h; optical yield given as %ee;

DOI:10.1002/ejoc.200901025

Reference yield:

1,1-bis(trimethylsilyloxy)methyleneindan → (R)-2,3-dihydro-1H-indene-1-carboxylic acid (877-01-0) + (S)-2,3-dihydro-1H-indene-1-carboxylic acid (68000-22-6)

Guidance literature:

With tin(IV) chloride; (R,R)-(-)-2-o-fluorobenzyloxy-1,2-bis[3,5-bis(trifluoromethyl)phenyl]ethanol; In hexane; toluene; at -78 ℃; for 1h; Title compound not separated from byproducts.;

DOI:10.1021/ja021000x

upstream raw materials:

Indan-1-carboxylic acid

Cinchonin

R-(+)-phenylsuccinic acid

(S)-1-Diisopropylcarbamoyloxy-indan-1-carboxylic acid methyl ester