methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate

Base Information

• Chemical Name: methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate
• CAS No.: 144396-98-5
• Molecular Formula: C₂₈H₃₄ClNO₃S
• Molecular Weight: 500.102

Synonyms:methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate

Chemical Property of methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate

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Technology Process of methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate

There total 2 articles about methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate 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: 31.0%

methyl 5-(t-butylthio)-2,2-dimethyl-4-oxopentanoate + 1-(4-chlorobenzyl)-1-(4-allyloxy phenyl)hydrazine hydrochloride → methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate (144396-98-5)

Guidance literature:

With sodium acetate; acetic acid; In toluene; for 24h;

DOI:10.1021/jm00071a008

Reference yield:

glacial HOAc + allyl bromide (106-95-6) + methyl 5-(t-butylthio)-2,2-dimethyl-4-oxopentanoate + 1-(4-chlorobenzyl)-1-(4-allyloxy phenyl)hydrazine hydrochloride + phenol (108-95-2,27073-41-2) → methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate (144396-98-5)

Guidance literature:

With sodium acetate; In N,N-dimethyl-formamide; toluene;

Reference yield: 60.0%

methyl 3-<1-(4-chlorobenzyl)-3-(tert-butylthio)-5-(allyloxy)indol-2-yl>-2,2-dimethylpropanoate (144396-98-5) → methyl 3-<1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-c,d>indol-2-yl>-2,2-dimethylpropanoate (144397-00-2) + methyl 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-4-allyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate (144396-99-6)

Guidance literature:

In various solvent(s); at 150 ℃;

DOI:10.1016/S0040-4039(00)61266-2

upstream raw materials:

allyl bromide

phenol

Downstream raw materials:

methyl 3-<1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-c,d>indol-2-yl>-2,2-dimethylpropanoate

methyl 3-[N-(p-chlorobenzyl)-3-(t-butylthio)-4-allyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate

4-<1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-c,d>indol-2-yl>-3,3-dimethylbutyronitrile

4-<1-(4-chlorobenzyl)-4-methyl-6-(hydroxymethyl)-4,5-dihydro-1H-thiopyrano<2,3,4-c,d>indol-2-yl>-3,3-dimethylbutyronitrile

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