(S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester
CAS No.:88299-02-9
Molecular Formula:C₂₄H₂₆N₂O₆S
Molecular Weight:470.546
Hs Code.:

Synonyms:(S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

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Chemical Property of (S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

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Technology Process of (S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

There total 12 articles about (S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 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: 88.0%

: 88298-99-1
(R)-6-((R)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

: 88299-02-9
(S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

Guidance literature:: With hydrogenchloride; In methanol; water; trifluoroacetic acid; Ambient temperature;

Reference yield:

: 88299-06-3
(E)-2-methyl-4-(1-tosyl-1H-indol-4-yl)but-3-en-2-ol

: 88299-02-9
(S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) m-ClC₆H₄CO₃H, 2.) NaN₃ / 1.) CH₂Cl₂, from 0 deg C to rt, 2.) dioxane, water, reflux

2: 93 percent / p-TsOH / Ambient temperature

3: H₂ / PtO₂ / methanol / Ambient temperature

4: Et₃N / 1,2-dichloro-ethane / Heating

5: K₂CO₃ / dimethylformamide / Ambient temperature

6: 20percent KOH / methanol; 1,2-dimethoxy-ethane; H₂O

7: 70 percent / methanol; diethyl ether

8: 70 percent / POCl₃ / diethyl ether / 0 - 20 °C

9: 49 percent / DBU / benzene / Heating

10: 88 percent / ca. 1 percent HCl / methanol; trifluoroacetic acid; H₂O / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium azide; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; platinum(IV) oxide; toluene-4-sulfonic acid; In methanol; 1,2-dimethoxyethane; diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; trifluoroacetic acid; benzene;

Reference yield:

: 88246-05-3
(E)-4-(1-tosyl-1H-indol-4-yl)but-3-en-2-one

: 88299-02-9
(S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 70 percent / diethyl ether; tetrahydrofuran / 0 °C

2: 1.) m-ClC₆H₄CO₃H, 2.) NaN₃ / 1.) CH₂Cl₂, from 0 deg C to rt, 2.) dioxane, water, reflux

3: 93 percent / p-TsOH / Ambient temperature

4: H₂ / PtO₂ / methanol / Ambient temperature

5: Et₃N / 1,2-dichloro-ethane / Heating

6: K₂CO₃ / dimethylformamide / Ambient temperature

7: 20percent KOH / methanol; 1,2-dimethoxy-ethane; H₂O

8: 70 percent / methanol; diethyl ether

9: 70 percent / POCl₃ / diethyl ether / 0 - 20 °C

10: 49 percent / DBU / benzene / Heating

11: 88 percent / ca. 1 percent HCl / methanol; trifluoroacetic acid; H₂O / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium azide; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; platinum(IV) oxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; trifluoroacetic acid; benzene;