(-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester
• CAS No.: 1245559-91-4
• Molecular Formula: C₁₉H₂₆FNO₃
• Molecular Weight: 335.419

Synonyms:(-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

Chemical Property of (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

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Technology Process of (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester

There total 6 articles about (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester 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: 72.0%

C44H46N4O6PdS → (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester (1245559-91-4)

Guidance literature:

With CF₃O₃S^(1-)*C₂₅H₂₀BFN₉Pd⁽¹⁺⁾; In acetone; at 85 ℃; for 0.166667h;

DOI:10.1126/science.1212625

Reference yield: 48.0%

trans-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester → (+)-trans-(R,R)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester (1245559-90-3) + (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester (1245559-91-4)

Guidance literature:

With chiralpak AD; In hexane; isopropyl alcohol; Resolution of racemate;

Reference yield:

tert-butyl ((2-(5-fluoro-2-hydroxyphenyl)cyclopropyl)methyl)carbamate (1245559-81-2) + cyclopropylcarbinyl bromide (7051-34-5) → (+)-trans-(R,R)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester (1245559-90-3) + (-)-trans-(S,S)-[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropylmethyl]carbamic acid tert-butyl ester (1245559-91-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 20h;

DOI:10.1002/cmdc.201000186

upstream raw materials:

tert-butyl ((2-(5-fluoro-2-hydroxyphenyl)cyclopropyl)methyl)carbamate

cyclopropylcarbinyl bromide

di-tert-butyl dicarbonate

Downstream raw materials:

(+)-trans-{[2-(2-cyclopropylmethyloxy-5-fluorophenyl)cyclopropyl]methyl}amine hydrochloride

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