ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

Base Information

Chemical Name:ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate
CAS No.:1378923-12-6
Molecular Formula:C₁₄H₂₄N₄O₅
Molecular Weight:328.368
Hs Code.:

Synonyms:ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

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Chemical Property of ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

Chemical Property:

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Technology Process of ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

There total 6 articles about ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-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: 34.0%

: 1378923-10-4
ethyl (1R,2R,3R,4S)-2-(tert-butoxycarbonylamino)-3,4-epoxycyclohexanecarboxylate

: 1378923-12-6
ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

: 1378923-13-7
ethyl (1R,2R,3S,4S)-3-azido-2-(tert-butoxycarbonylamino)-4-hydroxycyclohexanecarboxylate

Guidance literature:: With sodium azide; ammonium chloride; In ethanol; water; at 70 ℃; for 4h;
DOI:10.1016/j.tet.2011.12.065

Reference yield:

: 1201815-23-7
ethyl (1R,2S)-2-aminocyclohex-3-enecarboxylate hydrochloride

: 1378923-12-6
ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

: 1378923-13-7
ethyl (1R,2R,3S,4S)-3-azido-2-(tert-butoxycarbonylamino)-4-hydroxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 8 h / 0 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 °C

3: sodium azide; ammonium chloride / ethanol; water / 4 h / 70 °C

With sodium azide; ammonium chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2011.12.065

Reference yield:

: 1201815-24-8
ethyl (1R,2S)-2-(tert-butoxycarbonylamino)cyclohex-3-enecarboxylate

: 1378923-12-6
ethyl (1R,2R,3R,4R)-4-azido-2-(tert-butoxycarbonylamino)-3-hydroxycyclohexanecarboxylate

: 1378923-13-7
ethyl (1R,2R,3S,4S)-3-azido-2-(tert-butoxycarbonylamino)-4-hydroxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 °C

2: sodium azide; ammonium chloride / ethanol; water / 4 h / 70 °C

With sodium azide; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water;
DOI:10.1016/j.tet.2011.12.065