(S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine

Base Information

Chemical Name:(S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine
CAS No.:1580522-71-9
Molecular Formula:C₂₂H₂₃NO₂S
Molecular Weight:365.496
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine

Chemical Property:

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Technology Process of (S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine

There total 11 articles about (S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine 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:

: 1580522-66-2
methyl ((3R,6R)-6-(4-methylphenylsulfonamido)-1-phenylnon-8-en-1-yn-3-yl)carbonate

: 1580522-70-8
(2R,5R)-2-allyl-5-(phenylethynyl)-1-tosylpyrrolidine

: 1580522-71-9
(S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine

Guidance literature:: With palladium diacetate; 1,2-bis-(diphenylphosphino)ethane; In 1,4-dioxane; at 100 ℃; for 0.25h; Overall yield = 71 %; Overall yield = 11.8 mg; regioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201309162

Reference yield:

: 1580522-65-1
C₁₈H₂₈O₂Si

: 1580522-70-8
(2R,5R)-2-allyl-5-(phenylethynyl)-1-tosylpyrrolidine

: 1580522-71-9
(S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 7 steps

1: Dess-Martin periodane / dichloromethane / 72 h / -25 °C / Inert atmosphere

2: dichloromethane / 72 h / -25 °C / Inert atmosphere

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4: methyllithium / diethyl ether / 0.17 h / -25 °C / Inert atmosphere

5: (1S)-10-camphorsulfonic acid / methanol / 2 h / 20 °C / Inert atmosphere

6: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

7: 1,2-bis-(diphenylphosphino)ethane; palladium diacetate / 1,4-dioxane / 0.25 h / 100 °C / Inert atmosphere

With pyridine; di-isopropyl azodicarboxylate; (1S)-10-camphorsulfonic acid; methyllithium; palladium diacetate; Dess-Martin periodane; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane;
DOI:10.1002/anie.201309162

Reference yield:

: 1580522-82-2
C₂₁H₃₂O₂Si

: 1580522-70-8
(2R,5R)-2-allyl-5-(phenylethynyl)-1-tosylpyrrolidine

: 1580522-71-9
(S,E)-2-allyl-6-benzylidene-1-tosyl-1,2,3,6-tetrahydropyridine

Guidance literature:: Multi-step reaction with 5 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2: methyllithium / diethyl ether / 0.17 h / -25 °C / Inert atmosphere

3: (1S)-10-camphorsulfonic acid / methanol / 2 h / 20 °C / Inert atmosphere

4: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

5: 1,2-bis-(diphenylphosphino)ethane; palladium diacetate / 1,4-dioxane / 0.25 h / 100 °C / Inert atmosphere

With pyridine; di-isopropyl azodicarboxylate; (1S)-10-camphorsulfonic acid; methyllithium; palladium diacetate; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane;
DOI:10.1002/anie.201309162