tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate
• CAS No.: 945467-30-1
• Molecular Formula: C₃₂H₄₀F₇NO₄Si
• Molecular Weight: 663.748

Synonyms:tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

Chemical Property of tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

There total 2 articles about tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate 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%

Tebbe's reagent + tert-butyl (2R,3S,4R)-4-{[3,5-bis(trifluoromethyl)benzoyl]oxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-29-8) → tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-30-1)

Guidance literature:

In tetrahydrofuran; toluene; at -5 - 10 ℃; for 3.5h;

Reference yield:

tert-butyl (2R,3S,4R)-4-{[3,5-bis(trifluoromethyl)benzoyl]oxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-29-8) → tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-30-1)

Guidance literature:

In toluene; at 70 ℃; for 16h;

DOI:10.1016/j.bmc.2007.11.081

Reference yield: 19.0%

tert-butyl (2R,3S,4R)-4-({1-[3,5-bis(trifluoromethyl)phenyl]vinyl}oxy)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-30-1) → tert-butyl (2R,3S,4R)-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-31-2) + tert-butyl (2R,3S,4R)-4-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate (945467-80-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 - 40 ℃; for 3.5h; Product distribution / selectivity;

upstream raw materials:

tert-butyl (2R,3S,4R)-4-{[3,5-bis(trifluoromethyl)benzoyl]oxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

Downstream raw materials:

tert-butyl (2R,3S,4R)-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

tert-butyl (2R,3S,4R)-4-{(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-(4-fluorophenyl)pyrrolidine-1-carboxylate

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