(R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

Base Information

Chemical Name:(R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate
CAS No.:1424168-10-4
Molecular Formula:C₃₀H₂₈N₄O₄S
Molecular Weight:540.643
Hs Code.:

Synonyms:(R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

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Chemical Property of (R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

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Technology Process of (R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

There total 6 articles about (R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate 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: 77.0%

: 1424168-08-0
(S,Z)-N-((1-benzyl-1H-indol-2-yl)methylene)-4-methyl benzenesulfinimide

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

: 1424168-10-4
(R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

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

: 1424168-10-4
(R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h

2.2: 1 h

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

4.1: manganese(IV) oxide / dichloromethane / 32 h / 20 °C

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

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

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

Reference yield:

: 81787-94-2
1-benzylindole-2-carbaldehyde

: 1424168-10-4
(R)-allyl 5-(1-benzyl-1H-indol-2-yl)-2-diazo-5-((S)-4-methylphenylsulfinamido)-3-oxo-pentanoate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With titanium(IV) isopropylate; lithium hexamethyldisilazane; In dichloromethane; cyclohexane;
DOI:10.1002/cjoc.201200672