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

Base Information

Chemical Name:ethyl (1S,2S,5R)-2-(tert-butoxycarbonylamino)-5-hydroxycyclohexanecarboxylate
CAS No.:1228187-00-5
Molecular Formula:C₁₄H₂₅NO₅
Molecular Weight:287.356
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about ethyl (1S,2S,5R)-2-(tert-butoxycarbonylamino)-5-hydroxycyclohexanecarboxylate 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: 81.0%

: 1228186-99-9
ethyl (1S,2S,5S)-2-(tert-butoxycarbonylamino)-5-hydroxycyclohex-3-enecarboxylate

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

Guidance literature:: With palladium on activated charcoal; ammonium formate; In ethanol; at 70 ℃; for 1h;
DOI:10.1002/ejoc.201100583

Reference yield:

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

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

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

: C₁₂H₂₁NO₅

Guidance literature:: With resin-supported recombinant Candida antarctica lipase B; water; In tert-butyl methyl ether; at 60 ℃; for 240h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;
DOI:10.3390/molecules15063998

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With ethanol; 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