(Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

Base Information

Chemical Name:(Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline
CAS No.:1436714-26-9
Molecular Formula:C₁₈H₂₂FNO₂S
Molecular Weight:335.443
Hs Code.:

Synonyms:(Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

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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 (Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

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Technology Process of (Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

There total 8 articles about (Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline 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: 83.0%

: 1436715-89-7
C₂₄H₃₇NO₃SSi

: 1436714-26-9
(Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;
DOI:10.1021/jo400634c

Reference yield:

: 930-68-7
cyclohexenone

: 1436714-26-9
(Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

Guidance literature:: Multi-step reaction with 8 steps

1: barium(II) hydroxide / methanol; water; 1-methyl-pyrrolidin-2-one / 4 h / 29 °C / Inert atmosphere

2: triethylamine / dichloromethane / 6 h / 30 °C / Inert atmosphere

3: cerium(III) chloride heptahydrate; sodium tetrahydroborate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4: triethylamine; dmap / dichloromethane / 12 h / Inert atmosphere; Reflux

5: potassium carbonate / methanol / 1 h / 30 °C / Inert atmosphere

6: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Inert atmosphere

7: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 12 h / 40 °C / Inert atmosphere

8: boron trifluoride diethyl etherate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; potassium carbonate; triethylamine; triphenylphosphine; barium(II) hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; 1: |Baylis-Hillman Reaction;
DOI:10.1021/jo400634c

Reference yield:

: 105956-40-9
2-(hydroxymethyl)cyclohex-2-en-1-one

: 1436714-26-9
(Z)-4-(1-fluoroethylidene)-2-tosyl-1,2,3,4,4a,5,6,7-octahydroisoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 6 h / 30 °C / Inert atmosphere

2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: triethylamine; dmap / dichloromethane / 12 h / Inert atmosphere; Reflux

4: potassium carbonate / methanol / 1 h / 30 °C / Inert atmosphere

5: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Inert atmosphere

6: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 12 h / 40 °C / Inert atmosphere

7: boron trifluoride diethyl etherate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo400634c