4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid

Base Information

• Chemical Name: 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid
• CAS No.: 1380445-03-3
• Molecular Formula: C₂₆H₂₂O₃
• Molecular Weight: 382.459
• Mol file: 1380445-03-3.mol

Synonyms:4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid

Chemical Property of 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid

There total 7 articles about 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic 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:

C26H22O3 → 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-03-3) + 4-(((1R,2R)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-10-2)

Guidance literature:

With acetic acid; In methanol; at 20 ℃; Resolution of racemate;

DOI:10.1021/jm300390f

Reference yield:

2,2-dimethoxy-2,3-dihydro-1H-indene → 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-03-3) + 4-(((1R,2R)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-10-2)

Guidance literature:

Multi-step reaction with 5 steps

1: trimethylsilyl trifluoromethanesulfonate / Molecular sieve

2: potassium tert-butylate / diethyl ether; tert-butyl alcohol / 3 h

3: sodium tetrahydroborate / tetrahydrofuran; methanol / 3 h / 0 - 5 °C

4: water; sodium hydroxide / methanol / 24 h / Reflux

5: acetic acid / methanol / 20 °C / Resolution of racemate

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; water; acetic acid; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; tert-butyl alcohol;

DOI:10.1021/jm300390f

Reference yield:

2,3-dihydro-2-(2,3-dihydro-2-methoxy-1H-inden-2-yl)inden-1-one (192194-60-8) → 4-(((1S,2S)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-03-3) + 4-(((1R,2R)-2,3-dihydro-1-hydroxy-2-(1H-inden-2-yl)-1H-inden-2-yl)methyl)benzoic acid (1380445-10-2)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tert-butylate / diethyl ether; tert-butyl alcohol / 3 h

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 3 h / 0 - 5 °C

3: water; sodium hydroxide / methanol / 24 h / Reflux

4: acetic acid / methanol / 20 °C / Resolution of racemate

With sodium tetrahydroborate; potassium tert-butylate; water; acetic acid; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; tert-butyl alcohol;

DOI:10.1021/jm300390f

upstream raw materials:

2,3-dihydro-2-(2,3-dihydro-2-methoxy-1H-inden-2-yl)inden-1-one

methyl 4-((2,3-dihydro-2-(1H-inden-2-yl)-1-oxo-1H-inden-2-yl)methyl)benzoate

1-trimethylsilyloxy-3H-indene

Downstream raw materials:

(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentanol 4-(((1S,2S)-1-hydroxy-2,3-dihydro-1H,1'H-[2,2-biinden]-2-yl)methyl)benzoic acid

(S)-1-phenylethylammonium 4-(((1S,2S)-1-hydroxy-2,3-dihydro-1H,1'H-[2,2'-biinden]-2-yl)methyl)benzoate

2-[(4-{[(1'S,2'S)-1'-hydroxy-1',3'-dihydro-1H,2'H-2,2'-biinden-2'-yl]methyl}benzoyl)amino]ethyl acetate

(1S,2S)-2-(4-{[2-(acetyloxy)ethyl]carbamoyl}benzyl)-2,3-dihydro-1H,1'H-2,2'-biinden-1-yl N-[(9H-fluoren-9-ylmethoxy)carbonyl]leucinate