(rac)-2-tritylcyclohexanol

Base Information

• Chemical Name: (rac)-2-tritylcyclohexanol
• CAS No.: 20167-86-6
• Molecular Formula: C₂₅H₂₆O
• Molecular Weight: 342.481
• Mol file: 20167-86-6.mol

Synonyms:(rac)-2-tritylcyclohexanol

Chemical Property of (rac)-2-tritylcyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (rac)-2-tritylcyclohexanol

There total 8 articles about (rac)-2-tritylcyclohexanol 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: 90.0%

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (1S,2R)-2-tritylcyclohexyl oxalate → (-)-(1S,2R)-triphenylmethyl cyclohexanol (20167-86-6)

Guidance literature:

With potassium hydroxide; In methanol; water; for 16h; Reflux;

DOI:10.1021/ol502454r

Reference yield: 73.0%

(1S,2R)-2-tritylcyclohexyl (2S,5S)-tetrahydro-5-(2-hydroxypropan-2-yl)-2-methylfuran-2-carboxylate → (2S,5S)-tetrahydro-5-(2-hydroxypropan-2-yl)-2-methylfuran-2-carbaldehyde + (-)-(1S,2R)-triphenylmethyl cyclohexanol (20167-86-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; for 1h; Reflux;

DOI:10.1021/ol502454r

Reference yield:

ethyl ((1S,2R)-2-tritylcyclohexyl)oxalate → (-)-(1S,2R)-triphenylmethyl cyclohexanol (20167-86-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: magnesium; iodine / tetrahydrofuran / 0.75 h / Reflux

1.2: 2 h / -78 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / Reflux

2.2: 21 h / Reflux

3.1: acetic acid; sodium permanganate / water; acetone / 1 h / -40 °C

4.1: dmap / dichloromethane / 12 h / 20 °C

5.1: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 0.33 h / 85 °C

6.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / Reflux

With dmap; sodium permanganate; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; iodine; diisobutylaluminium hydride; magnesium; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene;

DOI:10.1021/ol502454r

upstream raw materials:

trityllithium

cyclohexane-1,2-epoxide