(+/-)-trans-6-Trifluoromethyl shikimic acid

Base Information

Chemical Name:(+/-)-trans-6-Trifluoromethyl shikimic acid
CAS No.:130130-80-2
Molecular Formula:C₈H₉F₃O₅
Molecular Weight:242.152
Hs Code.:

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Chemical Property of (+/-)-trans-6-Trifluoromethyl shikimic acid

Chemical Property:

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Technology Process of (+/-)-trans-6-Trifluoromethyl shikimic acid

There total 12 articles about (+/-)-trans-6-Trifluoromethyl shikimic acid 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: 60.0%

: 130130-79-9,130194-75-1
(+/-)-t-Butyl cis-6-trifluoromethylshikimate

: 130130-80-2,130194-76-2
(+/-)-cis-6-trifluoromethylshikimic acid

Guidance literature:: With trifluoroacetic acid; for 3h; Ambient temperature;
DOI:10.1039/P19900001281

Reference yield:

: 340-09-0,130130-83-5,130130-84-6,130194-70-6,130194-78-4
(1R,2S,3S,4S)-3-Trifluoromethyl-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

: 130130-80-2,130194-76-2
(+/-)-cis-6-trifluoromethylshikimic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 2-methyl-propan-2-ol

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

3: 45 percent / OsO₄, pyridine / diethyl ether / 15 h / Ambient temperature

4: 91 percent / Bu₄NF / tetrahydrofuran / 1.5 h / 0 - 5 °C

5: 60 percent / CF₃CO₂H / 3 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; osmium(VIII) oxide; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1039/P19900001281

Reference yield:

: 110538-04-0,110611-78-4,130194-69-3,130194-71-7,130194-72-8,130194-77-3
Ethyl 3-exo-trifluoromethyl-7-oxabicyclo<2.2.1>hept-5-ene-2-endo-carboxylate

: 130130-80-2,130194-76-2
(+/-)-cis-6-trifluoromethylshikimic acid

Guidance literature:: Multi-step reaction with 6 steps

1: enzymatic separation

2: 2-methyl-propan-2-ol

3: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

4: 45 percent / OsO₄, pyridine / diethyl ether / 15 h / Ambient temperature

5: 91 percent / Bu₄NF / tetrahydrofuran / 1.5 h / 0 - 5 °C

6: 60 percent / CF₃CO₂H / 3 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; osmium(VIII) oxide; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1039/P19900001281