ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

Base Information

Chemical Name:ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate
CAS No.:1334880-63-5
Molecular Formula:C₁₄H₂₄FNO₄
Molecular Weight:289.347
Hs Code.:

Synonyms:ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

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Chemical Property of ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

Chemical Property:

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Technology Process of ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

There total 7 articles about ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate 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: 45.0%

: 1228187-00-5
ethyl (1S,2S,5R)-2-(tert-butoxycarbonylamino)-5-hydroxycyclohexanecarboxylate

: 1334880-63-5
ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1002/ejoc.201100583

Reference yield:

: 1226812-49-2,1226812-50-5,63216-52-4,865689-24-3
(1R,6S)-6-(tert-butoxycarbonylamino)cyclohex-3-enecarboxylic acid

: 1334880-63-5
ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: iodine; sodium hydrogencarbonate; potassium iodide / dichloromethane; water / 16 h / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 4 h / 65 °C

3: ethanol; sodium ethanolate / 10 h / 20 °C

4: palladium on activated charcoal; ammonium formate / ethanol / 1 h / 70 °C

5: diethylamino-sulfur trifluoride / dichloromethane / 7 h / 20 °C

With ethanol; diethylamino-sulfur trifluoride; palladium on activated charcoal; iodine; ammonium formate; sodium ethanolate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1002/ejoc.201100583

Reference yield:

: 189125-29-9,189125-31-3
(1R,2S)-cis-2-aminocyclohex-4-enecarboxylic acid

: 1334880-63-5
ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-fluorocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydroxide / tetrahydrofuran; water / 12 h / 0 - 20 °C

2: iodine; sodium hydrogencarbonate; potassium iodide / dichloromethane; water / 16 h / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 4 h / 65 °C

4: ethanol; sodium ethanolate / 10 h / 20 °C

5: palladium on activated charcoal; ammonium formate / ethanol / 1 h / 70 °C

6: diethylamino-sulfur trifluoride / dichloromethane / 7 h / 20 °C

With ethanol; diethylamino-sulfur trifluoride; palladium on activated charcoal; iodine; ammonium formate; sodium ethanolate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1002/ejoc.201100583