(S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Base Information

Chemical Name:(S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate
CAS No.:1290086-14-4
Molecular Formula:C₃₃H₄₅FN₂O₈S
Molecular Weight:648.793
Hs Code.:

Synonyms:(S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

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Chemical Property of (S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

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Technology Process of (S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

There total 7 articles about (S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate 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: 98.0%

: 1290086-11-1
di-3-ethylpentan-3-yl azodicarboxylate

: 1290086-00-8
6-fluoro-5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl-4-methylbenzenesulfonate

: 1290086-14-4
(S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Guidance literature:: 6-fluoro-5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl-4-methylbenzenesulfonate; With 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole; In tetrahydrofuran; at 0 ℃; for 0.333333h;

di-3-ethylpentan-3-yl azodicarboxylate; In tetrahydrofuran; at -20 ℃; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/chem.201003761

Reference yield:

: 1290086-27-9
3-ethylpentan-3-yl-1H-imidazole-1-carboxylate

: 1290086-14-4
(S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium carbonate; hydrazine hydrate / ethanol / 20 °C / Cooling with ice

2.1: acetic acid; sodium nitrite / water / 0 °C

2.2: 0 °C

3.1: pyridine / 96 h / 20 °C

4.1: pyridine; bromine / dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole / tetrahydrofuran / 0.33 h / 0 °C

5.2: -20 °C

With pyridine; 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole; bromine; sodium carbonate; hydrazine hydrate; acetic acid; sodium nitrite; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1002/chem.201003761

Reference yield:

: 1290086-28-0
3-ethylpentan-3-yl-hydrazine-carboxylate

: 1290086-14-4
(S)-bis(3-ethylpentan-3-yl)-1-(2-fluoro-1-oxo-6-(tosyloxy)-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; sodium nitrite / water / 0 °C

1.2: 0 °C

2.1: pyridine / 96 h / 20 °C

3.1: pyridine; bromine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole / tetrahydrofuran / 0.33 h / 0 °C

4.2: -20 °C

With pyridine; 2,6-di-tert-butyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole; bromine; acetic acid; sodium nitrite; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/chem.201003761