(6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

Base Information

Chemical Name:(6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester
CAS No.:92420-76-3
Molecular Formula:C₂₈H₃₀N₂O₅S
Molecular Weight:506.623
Hs Code.:

Synonyms:(6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

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Chemical Property of (6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

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Technology Process of (6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

There total 16 articles about (6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl 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: 80.0%

: 108-98-5
thiophenol

: 92420-75-2
(3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester

: 92420-76-3
(6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

Guidance literature:: With magnesium triflate;
DOI:10.1021/ja00334a084

Reference yield:

: 54681-67-3,187868-53-7
2-acetamido-3-ethoxy-3-oxopropanoic acid

: 92420-76-3
(6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / Ac₂O, pyridine

2: 95 percent / Et₃N

3: 98 percent / 10 percent HCl / tetrahydrofuran

4: HN(SiMe₃)2

6: DBU / 2-methyl-propan-2-ol / Heating

7: H₂ / Raney Ni

8: 80 percent / Mg(OTf)2

With pyridine; hydrogenchloride; hydrogen; acetic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium triflate; nickel; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/ja00334a084

Reference yield:

: 79681-04-2
1-[(4-methyl-phenyl)-sulfonyl]-1H-indol-4-carboxaldehyde

: 92420-76-3
(6aS,9R,9aS)-8-Acetyl-7-methyl-7-phenylsulfanyl-7,8,9,9a-tetrahydro-6H,6aH-isoindolo[4,5,6-cd]indole-2,9-dicarboxylic acid diethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 95 percent / tetrahydrofuran

2: 94 percent / H₂ / Pd/C / methanol; tetrahydrofuran

3: 99 percent / p-TsOH / benzene

4: 93 percent / 2 N KOH / methanol

5: POCl₃

6: NaOH

7: 78 percent / Ac₂O, pyridine

8: 95 percent / Et₃N

9: 98 percent / 10 percent HCl / tetrahydrofuran

10: HN(SiMe₃)2

12: DBU / 2-methyl-propan-2-ol / Heating

13: H₂ / Raney Ni

14: 80 percent / Mg(OTf)2

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; hydrogen; acetic anhydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; magnesium triflate; trichlorophosphate; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; tert-butyl alcohol; benzene;
DOI:10.1021/ja00334a084