methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

Base Information

Chemical Name:methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate
CAS No.:147961-27-1
Molecular Formula:C₂₃H₂₆ClNO₄S
Molecular Weight:447.983
Hs Code.:

Synonyms:methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

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Chemical Property of methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

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Technology Process of methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

There total 10 articles about methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>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: 60.0%

: 147961-26-0
methyl 3-<3-<(carboxymethyl)thio>-1-(4-chlorobenzyl)-5-hydroxyindol-2-yl>-2,2-dimethylpropanoate

: 147961-27-1
methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

Guidance literature:: With borane; In tetrahydrofuran; for 1.5h; Ambient temperature;
DOI:10.1021/jm00071a008

Reference yield:

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

: 147961-27-1
methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 8 steps

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

2: ethanethiol, AlCl₃ / CH₂Cl₂ / 0.67 h / 25 °C

3: diethyl ether

4: NaH / dimethylformamide / 1 h

5: 66 percent / dimethylformamide / 0.33 h / 0 °C

6: dimethylformamide / 1 h / 0 °C

7: 92 percent / 1 N LiOH / methanol / 1 h / Ambient temperature

8: 60 percent / 0.9 M borane / tetrahydrofuran / 1.5 h / Ambient temperature

With lithium hydroxide; aluminium trichloride; borane; sodium acetate; sodium hydride; acetic acid; ethanethiol; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00071a008

Reference yield:

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

: 147961-27-1
methyl 3-<1-(4-chlorobenzyl)-5-hydroxy-3-<(2-hydroxyethyl)thio>indol-2-yl>-2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 8 steps

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

2: ethanethiol, AlCl₃ / CH₂Cl₂ / 0.67 h / 25 °C

3: diethyl ether

4: NaH / dimethylformamide / 1 h

5: 66 percent / dimethylformamide / 0.33 h / 0 °C

6: dimethylformamide / 1 h / 0 °C

7: 92 percent / 1 N LiOH / methanol / 1 h / Ambient temperature

8: 60 percent / 0.9 M borane / tetrahydrofuran / 1.5 h / Ambient temperature

With lithium hydroxide; aluminium trichloride; borane; sodium acetate; sodium hydride; acetic acid; ethanethiol; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00071a008