(±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

Base Information

Chemical Name:(±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt
CAS No.:1621471-44-0
Molecular Formula:C₂HF₃O₂*C₃₀H₃₈N₂O₄S
Molecular Weight:636.733
Hs Code.:

Synonyms:(±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

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Chemical Property of (±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

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Technology Process of (±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

There total 9 articles about (±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt 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: 53.0%

: 1621470-73-2
(±)-(6-{2-[4-(2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]-2,5,7,8-tetramethylchroman-6-yl}hexyl)carbamic acid tert-butyl ester

: 76-05-1
trifluoroacetic acid

: 1621471-44-0
(±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

Guidance literature:: In dichloromethane; at 20 ℃; for 3h; Cooling with ice;
DOI:10.1016/j.ejmech.2014.06.015

Reference yield:

: 4224-70-8
6-bromohexanoic acid

: 1621471-44-0
(±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 9 steps

1: thionyl chloride / dichloromethane / 4 h / Reflux; Inert atmosphere

2: aluminum (III) chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 2 h / 20 °C / Inert atmosphere

4: sodium azide / N,N-dimethyl-formamide / 6 h / 80 °C

5: hydrogen; palladium on activated charcoal / methanol

6: pyridine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

7: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

8: piperidine; benzoic acid / toluene / Reflux

9: dichloromethane / 3 h / 20 °C / Cooling with ice

With piperidine; pyridine; aluminum (III) chloride; lithium aluminium tetrahydride; thionyl chloride; sodium azide; palladium on activated charcoal; hydrogen; potassium carbonate; benzoic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 2: |Friedel-Crafts Acylation / 8: |Knoevenagel Condensation;
DOI:10.1016/j.ejmech.2014.06.015

Reference yield:

: 1448960-09-5
C₂₆H₄₀F₃NO₆S

: 1621471-44-0
(±)-(5Z)-{4-[6-(6-aminohexyl)-2,5,7,8-tetramethylchroman-2-ylmethoxy]benzylidene}thiazolidine-2,4-dione trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

2: piperidine; benzoic acid / toluene / Reflux

3: dichloromethane / 3 h / 20 °C / Cooling with ice

With piperidine; potassium carbonate; benzoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene; 2: |Knoevenagel Condensation;
DOI:10.1016/j.ejmech.2014.06.015