(1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

Base Information

Chemical Name:(1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate
CAS No.:1361127-15-2
Molecular Formula:C₂₉H₂₉NO₈S₂
Molecular Weight:583.683
Hs Code.:

Synonyms:(1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

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Chemical Property of (1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

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Technology Process of (1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

There total 7 articles about (1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate 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: 57.0%

: 1361127-77-6
(S,E)-ethyl 3-(N-(4-diazo-3-oxo-1-(4-(tosyloxy)phenyl)butan-2-yl)-4-methylphenylsulfonamido)acrylate

: 1361127-15-2
(1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

Guidance literature:: With copper acetylacetonate; In dichloromethane; for 3h; optical yield given as %de; diastereoselective reaction; Reflux;
DOI:10.1039/c2ob06591f

Reference yield:

: 1361126-95-5
(S,E)-2-(N-(3-ethoxy-3-oxoprop-1-enyl)-4-methylphenylsulfonamido)-3-(4-(tosyloxy)phenyl)propanoic acid

: 1361127-15-2
(1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride / dichloromethane / 2 h / 25 °C

2: diethyl ether / 2 h / 0 - 25 °C

3: copper acetylacetonate / dichloromethane / 3 h / Reflux

With copper acetylacetonate; oxalyl dichloride; In diethyl ether; dichloromethane;
DOI:10.1039/c2ob06591f

Reference yield:

: C₂₈H₂₈ClNO₈S₂

: 1361127-15-2
(1S,3S,5S,6S)-ethyl 4-oxo-2-tosyl-3-(4-(tosyloxy)benzyl)-2-azabicyclo[3.1.0]hexane-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether / 2 h / 0 - 25 °C

2: copper acetylacetonate / dichloromethane / 3 h / Reflux

With copper acetylacetonate; In diethyl ether; dichloromethane;
DOI:10.1039/c2ob06591f