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

Base Information

Chemical Name:(3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester
CAS No.:92420-74-1
Molecular Formula:C₂₈H₃₀N₂O₆S
Molecular Weight:522.622
Hs Code.:

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

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Chemical Property of (3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester

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Technology Process of (3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester

There total 13 articles about (3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl 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:

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

: 92420-74-1
(3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 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

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; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; tert-butyl alcohol; benzene;
DOI:10.1021/ja00334a084

Reference yield:

: (E)-4-[1-(Toluene-4-sulfonyl)-1H-indol-4-yl]-but-3-en-2-one

: 92420-74-1
(3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / H₂ / Pd/C / methanol; tetrahydrofuran

2: 99 percent / p-TsOH / benzene

3: 93 percent / 2 N KOH / methanol

4: POCl₃

5: NaOH

6: 78 percent / Ac₂O, pyridine

7: 95 percent / Et₃N

8: 98 percent / 10 percent HCl / tetrahydrofuran

9: HN(SiMe₃)2

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

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; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; tert-butyl alcohol; benzene;
DOI:10.1021/ja00334a084

Reference yield:

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

: 92420-74-1
(3R,4R)-4-Acetyl-3-(acetylamino-ethoxycarbonyl-methyl)-4-phenylsulfanyl-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

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