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

Base Information

• Chemical Name: [(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine
• CAS No.: 1334808-86-4
• Molecular Formula: C₂₇H₂₆NOP
• Molecular Weight: 411.483
• Mol file: 1334808-86-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about [(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine 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%

(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

Reference yield:

(1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol (1334808-93-3) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → [(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine (1334808-86-4)

Guidance literature:

(1S,2R)-trans-2-(quinolin-2-yl)cyclohexanol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h;

chloro-diphenylphosphine; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 3h;

DOI:10.3184/174751911X13082269792294

Reference yield:

2-(quinolin-2-yl)cyclohexanone (3311-56-6) → [(1S,2R)-trans-2-(quinolin-2-yl)cyclohexan-1-oxy]diphenyl phosphine (1334808-86-4)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 4,5-dichloroimidazole; triethylamine / 1,2-dichloro-ethane / 6 h / 0 °C / Reflux

With (S)-Mandelic acid; aluminum isopropoxide; triethylamine; 4,5-dichloroimidazole; In ethyl acetate; 1,2-dichloro-ethane; isopropyl alcohol; toluene;

DOI:10.3987/COM-20-14284

upstream raw materials:

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

chloro-diphenylphosphine

2-(quinolin-2-yl)cyclohexanol

(diethylamino)diphenylphosphine

Refernces

• 1、 Shen, Yan-Hong,Lv, Hui-Chao,Zhao, Liang. "Synthesis of chiral P,N-ligands derived from quinoline and their application in asymmetric allylic alkylations". experimental part. p. 349 - 351. Retrieved 2011/10/05.