tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

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Chemical Name:tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate
CAS No.:1424168-18-2
Molecular Formula:C₂₈H₃₀N₄O₆S
Molecular Weight:550.635
Hs Code.:

Synonyms:tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

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Chemical Property of tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

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Technology Process of tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

There total 6 articles about tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate 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: 73.0%

: 1424168-16-0
(S,Z)-tert-butyl 2-((p-tolylsulfinylimino)methyl)-1H-indole-1-carboxylate

: 15973-37-2
3-(Allyloxycarbonyl)-3-diazo-2-oxopropane

: 1424168-18-2
tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

Guidance literature:: With lithium hexamethyldisilazane; In dichloromethane; cyclohexane; at -78 ℃; for 0.333333h; stereoselective reaction;
DOI:10.1002/cjoc.201200672

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1424168-18-2
tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuryl dichloride / 2 h / 0 °C / Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C

3: manganese(IV) oxide / dichloromethane / 40 h / 20 °C

4: dmap; triethylamine / tetrahydrofuran / 2 h / 20 °C

5: titanium(IV) isopropylate / dichloromethane / 5 h / Reflux

6: lithium hexamethyldisilazane / dichloromethane; cyclohexane / 0.33 h / -78 °C

With titanium(IV) isopropylate; dmap; manganese(IV) oxide; lithium aluminium tetrahydride; sulfuryl dichloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1002/cjoc.201200672

Reference yield:

: 3770-50-1,117770-52-2
2-carbethoxyindole

: 1424168-18-2
tert-butyl 2-((R)-5-(allyloxy)-4-diazo-1-((S)-4-methylphenylsulfinamido)-3,5-dioxopentyl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C

2: manganese(IV) oxide / dichloromethane / 40 h / 20 °C

3: dmap; triethylamine / tetrahydrofuran / 2 h / 20 °C

4: titanium(IV) isopropylate / dichloromethane / 5 h / Reflux

5: lithium hexamethyldisilazane / dichloromethane; cyclohexane / 0.33 h / -78 °C

With titanium(IV) isopropylate; dmap; manganese(IV) oxide; lithium aluminium tetrahydride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1002/cjoc.201200672