(±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

Base Information

Chemical Name:(±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester
CAS No.:1621470-75-4
Molecular Formula:C₃₆H₄₈N₂O₆S
Molecular Weight:636.853
Hs Code.:

Synonyms:(±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

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Chemical Property of (±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

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Technology Process of (±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

There total 9 articles about (±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester 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: 65.0%

: 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

: 74-88-4
methyl iodide

: 1621470-75-4
(±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.06.015

Reference yield:

: 1448960-05-1
(±)-6-(6-bromohexanoyl)-2,5,7,8-tetramethylchroman-2-carboxylic acid ethyl ester

: 1621470-75-4
(±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

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

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

3: hydrogen; palladium on activated charcoal / methanol

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

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

6: piperidine; benzoic acid / toluene / Reflux

7: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

With piperidine; pyridine; aluminum (III) chloride; lithium aluminium tetrahydride; sodium azide; palladium on activated charcoal; hydrogen; potassium carbonate; benzoic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 6: |Knoevenagel Condensation;
DOI:10.1016/j.ejmech.2014.06.015

Reference yield:

: 22809-37-6
6-bromohexanoyl chloride

: 1621470-75-4
(±)-(6-{2,5,7,8-tetramethyl-2-[4-(3-methyl-2,4-dioxothiazolidin-(5Z)-ylidenemethyl)phenoxymethyl]chroman-6-yl}hexyl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

4: hydrogen; palladium on activated charcoal / methanol

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

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

7: piperidine; benzoic acid / toluene / Reflux

8: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

With piperidine; pyridine; aluminum (III) chloride; lithium aluminium tetrahydride; sodium azide; palladium on activated charcoal; hydrogen; potassium carbonate; benzoic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1: |Friedel-Crafts Acylation / 7: |Knoevenagel Condensation;
DOI:10.1016/j.ejmech.2014.06.015