(1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

Base Information

Chemical Name:(1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate
CAS No.:1287204-66-3
Molecular Formula:C₂₀H₂₆N₂O₈S
Molecular Weight:454.501
Hs Code.:

Synonyms:(1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

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Chemical Property of (1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

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Technology Process of (1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

There total 5 articles about (1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate 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: 91.0%

: 895153-23-8
N-(tert-butoxycarbonyl)-4-nitrobenzenesulfonamide

: 1287204-65-2
(1R,5R)-ethyl 5-hydroxycyclohex-3-enecarboxylate

: 1287204-66-3
(1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at -20 ℃; for 6h; Inert atmosphere;
DOI:10.1016/j.tet.2011.01.064

Reference yield:

: 119719-61-8
(1R,4R,5R)-4-iodo-6-oxabicyclo[3.2.1]octane-7-one

: 1287204-66-3
(1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / Reflux

2: potassium carbonate / 5 h / 20 °C

3: triphenylphosphine; diethylazodicarboxylate / toluene / 6 h / -20 °C / Inert atmosphere

With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In toluene; 3: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.01.064

Reference yield:

: 5709-98-8
(R)-cyclohex-3-enecarboxylic acid

: 1287204-66-3
(1R,5S)-ethyl 5-(N-(tert-butoxycarbonyl)-4-nitrophenylsulfonamido)cyclohex-3-enecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / water

1.2: 20 °C / Darkness

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / Reflux

3.1: potassium carbonate / 5 h / 20 °C

4.1: triphenylphosphine; diethylazodicarboxylate / toluene / 6 h / -20 °C / Inert atmosphere

With sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; diethylazodicarboxylate; In water; toluene; 4.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.01.064