(7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane

Base Information

• Chemical Name: (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane
• CAS No.: 894790-85-3
• Molecular Formula: C₂₄H₂₃F₇O₃
• Molecular Weight: 492.434
• Mol file: 894790-85-3.mol

Synonyms:(7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane

Chemical Property of (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane

There total 9 articles about (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane 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: 50.0%

(7R,8S)-7-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol (894790-82-0) + (1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl-2,2,2-trichloroethanimidoate (849674-12-0) → (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane (894790-85-3)

Guidance literature:

With tetrafluoroboric acid; In hexane; 1,2-dichloro-ethane; at -16 ℃;

DOI:10.1016/j.tetlet.2005.12.067

Reference yield:

7-(4-fluorophenyl)-1,4-dioxaspiro[4.5]decan-8-one (877814-52-3) + (1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl 2,2,2-trichloroethanimidate (912807-27-3) → (7S,8S)-7-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol + (7R,8R)-7-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol + (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane (894790-85-3)

Guidance literature:

7-(4-fluorophenyl)-1,4-dioxaspiro[4.5]decan-8-one; With dimethylsulfide borane complex; (R)-2-methyl-CBS-oxaborolidine; In toluene; at -20 ℃;

(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl 2,2,2-trichloroethanimidate; With tetrafluoroboric acid; In hexane; 1,2-dichloro-ethane; at -16 ℃;

DOI:10.1016/j.bmcl.2006.02.080

Reference yield:

1-Bromo-4-fluorobenzene (460-00-4) → (7R,8S)-8-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-7-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane (894790-85-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Pd₂(dba)3; Xantphos; NaOtBu / tetrahydrofuran / 0.33 h

1.2: 70 percent / tetrahydrofuran / 10 h / 80 °C

2.1: (R)-2-methyl-CBS-oxazaborolidine; BH₃*DMS / toluene / 4.5 h / -40 - -6 °C

3.1: 50 percent / tetrafluoroboric acid / 1,2-dichloro-ethane; hexane / -16 °C

With tetrafluoroboric acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; dimethylsulfide borane complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; toluene;

DOI:10.1016/j.tetlet.2005.12.067

upstream raw materials:

(7R,8S)-7-(4-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]decan-8-ol

(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl-2,2,2-trichloroethanimidoate

7-(4-fluorophenyl)-1,4-dioxaspiro[4.5]decan-8-one

(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl 2,2,2-trichloroethanimidate

Downstream raw materials:

(2R,4S,5R)-4-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-5-(4-fluoro-phenyl)-2-methyl-cyclohexanone

(2S,3R,4S)-4-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-3-(4-fluoro-phenyl)-2-methyl-cyclohexanone

(5S,6S)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-6-(4-fluoro-phenyl)-azepan-2-one

(4R,5S)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxy]-4-(4-fluoro-phenyl)-azepan-2-one