(2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane

Base Information

• Chemical Name: (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane
• CAS No.: 306281-97-0
• Molecular Formula: C₆₀H₅₂F₆O₅
• Molecular Weight: 967.06
• Mol file: 306281-97-0.mol

Synonyms:(2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane

Chemical Property of (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane

There total 3 articles about (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane 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: 38.0%

diethylene glycol ditosylate (7460-82-4) + (S)-(+)-1-[p-(trifluoromethyl)phenyl]-2-(triphenylmethoxy)ethanol (306281-94-7) → (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane (306281-97-0)

Guidance literature:

(S)-(+)-1-[p-(trifluoromethyl)phenyl]-2-(triphenylmethoxy)ethanol; With 15-crown-5; sodium hydride; In tetrahydrofuran; Heating;

diethylene glycol ditosylate; In tetrahydrofuran; Further stages.; Heating;

Reference yield:

1-trifluoromethyl-4-vinyl-benzene (402-50-6) → (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane (306281-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 90 percent / AD-mix-α; H2O / 2-methyl-propan-2-ol / 3 h / 0 °C

2.1: 79 percent / DMAP / dimethylformamide / 20 °C

3.1: NaH; 15-crown-5 / tetrahydrofuran / Heating

3.2: 38 percent / tetrahydrofuran / Heating

With dmap; AD-mix-α; 15-crown-5; water; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation;

Reference yield:

(+)-1-[p-(trifluoromethyl)phenyl]ethane-1,2-diol (306281-87-8) → (2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane (306281-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 79 percent / DMAP / dimethylformamide / 20 °C

2.1: NaH; 15-crown-5 / tetrahydrofuran / Heating

2.2: 38 percent / tetrahydrofuran / Heating

With dmap; 15-crown-5; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

diethylene glycol ditosylate

(S)-(+)-1-[p-(trifluoromethyl)phenyl]-2-(triphenylmethoxy)ethanol

1-trifluoromethyl-4-vinyl-benzene

(+)-1-[p-(trifluoromethyl)phenyl]ethane-1,2-diol

Downstream raw materials:

(2S,10S)-(+)-2,10-bis[p-(trifluoromethyl)phenyl]-3,6,9-trioxaundecane-1,11-diol

(5S,13S)-(+)-21-hydroxy-19-methoxy-5,13-bis[p-(trifluoromethyl)phenyl]-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²¹⁾,17,19-triene

(5S,13S)-(+)-19,21-dimethoxy-5,13-bis[p-(trifluoromethyl)phenyl]-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²¹⁾,17,19-triene

(5S,13S)-5,13-Bis-(4-trifluoromethyl-phenyl)-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17-diene-19,21-dione