(1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol

Base Information

• Chemical Name: (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol
• CAS No.: 1334808-93-3
• Molecular Formula: C₁₅H₁₇NO
• Molecular Weight: 227.306
• Mol file: 1334808-93-3.mol

Synonyms:(1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol

Chemical Property of (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol

There total 2 articles about (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol 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: 41.0%

(±)-trans-2-(quinolin-2-yl)cyclohexanol (3297-66-3) → (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol (1334808-93-3)

Guidance literature:

With (S)-Mandelic acid; In ethyl acetate; at 0 - 20 ℃; Solvent; Resolution of racemate;

DOI:10.3987/COM-20-14284

Reference yield:

2-(quinolin-2-yl)cyclohexanone (3311-56-6) → (1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol (1334808-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum isopropoxide / isopropyl alcohol; toluene / 50 °C / Inert atmosphere

2: (S)-Mandelic acid / ethyl acetate / 0 - 20 °C / Resolution of racemate

With (S)-Mandelic acid; aluminum isopropoxide; In ethyl acetate; isopropyl alcohol; toluene;

DOI:10.3987/COM-20-14284

Reference yield: 91.0%

(1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol (1334808-93-3) + (diethylamino)diphenylphosphine (1636-15-3) → [(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine (1334808-86-4)

Guidance literature:

With triethylamine; 4,5-dichloroimidazole; In 1,2-dichloro-ethane; at 0 ℃; for 6h; Reflux;

DOI:10.3987/COM-20-14284

upstream raw materials:

2-(quinolin-2-yl)cyclohexanone

(±)-trans-2-(quinolin-2-yl)cyclohexanol

Downstream raw materials:

[(1R,2R)-cis-(2-quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine

(1R,2R)-cis-2-(quinolin-2-yl)cyclohexanol

[(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine

2-(cyclohex-1-en-1-yl)quinoline

Refernces