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

Base Information

Chemical Name:methyl 3-<3-(tert-butylthio)-1-(4-chlorobenzyl)-4-crotyl-5-hydroxyindol-2-yl>-2,2-dimethylpropanoate
CAS No.:147961-30-6
Molecular Formula:C₂₉H₃₆ClNO₃S
Molecular Weight:514.129
Hs Code.:

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

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

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

There total 5 articles about methyl 3-<3-(tert-butylthio)-1-(4-chlorobenzyl)-4-crotyl-5-hydroxyindol-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:

: 20955-94-6
1-[(4-chlorophenyl)methyl]-1-(4-methoxyphenyl)-hydrazine hydrochloride

: 147961-30-6
methyl 3-<3-(tert-butylthio)-1-(4-chlorobenzyl)-4-crotyl-5-hydroxyindol-2-yl>-2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / NaOAc, glacial AcOH / toluene / 72 h / Ambient temperature

2: 1 N LiOH / methanol; tetrahydrofuran / 3 h / 80 °C

3: 78 percent / tert-butylthiol, NaH, HMPA / 5 h / 175 °C

4: 1.) KH, 2.) ZnCl₂ / 1.) p-xylene, reflux, 20 min, 2.) p-xylene, reflux, 1 h, 3.) RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; sodium acetate; potassium hydride; sodium hydride; 2-methylpropan-2-thiol; acetic acid; zinc(II) chloride; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jm00071a008

Reference yield:

: methyl 5-(t-butylthio)-2,2-dimethyl-4-oxopentanoate

: 147961-30-6
methyl 3-<3-(tert-butylthio)-1-(4-chlorobenzyl)-4-crotyl-5-hydroxyindol-2-yl>-2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / NaOAc, glacial AcOH / toluene / 72 h / Ambient temperature

2: 1 N LiOH / methanol; tetrahydrofuran / 3 h / 80 °C

3: 78 percent / tert-butylthiol, NaH, HMPA / 5 h / 175 °C

4: 1.) KH, 2.) ZnCl₂ / 1.) p-xylene, reflux, 20 min, 2.) p-xylene, reflux, 1 h, 3.) RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; sodium acetate; potassium hydride; sodium hydride; 2-methylpropan-2-thiol; acetic acid; zinc(II) chloride; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jm00071a008

Reference yield:

: 136694-15-0
3-[1-(4-chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid methyl ester

: 147961-30-6
methyl 3-<3-(tert-butylthio)-1-(4-chlorobenzyl)-4-crotyl-5-hydroxyindol-2-yl>-2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1 N LiOH / methanol; tetrahydrofuran / 3 h / 80 °C

2: 78 percent / tert-butylthiol, NaH, HMPA / 5 h / 175 °C

3: 1.) KH, 2.) ZnCl₂ / 1.) p-xylene, reflux, 20 min, 2.) p-xylene, reflux, 1 h, 3.) RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; potassium hydride; sodium hydride; 2-methylpropan-2-thiol; zinc(II) chloride; In tetrahydrofuran; methanol;
DOI:10.1021/jm00071a008