[3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

Base Information

Chemical Name:[3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester
CAS No.:104448-68-2
Molecular Formula:C₃₁H₃₁N₃O₇S
Molecular Weight:589.669
Hs Code.:

Synonyms:[3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

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Chemical Property of [3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

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Technology Process of [3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

There total 6 articles about [3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl 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: 64.0%

: 98-10-2
benzenesulfonamide

: 104448-09-1
4-(3-Acetyl-6-cyclopentyloxycarbonylamino-indol-1-ylmethyl)-3-methoxy-benzoic acid

: 104448-68-2
[3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jm00091a010

Reference yield:

: 5318-27-4
6-amino-1H-indole

: 104448-68-2
[3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 49 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 1.) POCl₃, 2.) aq. NaOH / 1.) from 0 deg C to RT, 2.) 60 deg C, 30 min, 3.) reflux, 10 min

3: 78 percent / K₂CO₃ / dimethylformamide / 48 h / Ambient temperature

4: 99 percent / aq. LiOH / methanol; tetrahydrofuran

5: 64 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

With dmap; lithium hydroxide; sodium hydroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010

Reference yield:

: 50715-28-1
cyclopentyl chloroformate

: 104448-68-2
[3-Acetyl-1-(4-benzenesulfonylaminocarbonyl-2-methoxy-benzyl)-1H-indol-6-yl]-carbamic acid cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 49 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 1.) POCl₃, 2.) aq. NaOH / 1.) from 0 deg C to RT, 2.) 60 deg C, 30 min, 3.) reflux, 10 min

3: 78 percent / K₂CO₃ / dimethylformamide / 48 h / Ambient temperature

4: 99 percent / aq. LiOH / methanol; tetrahydrofuran

5: 64 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

With dmap; lithium hydroxide; sodium hydroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010