6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

Base Information

Chemical Name:6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline
CAS No.:185424-66-2
Molecular Formula:C₃₀H₃₁N₃O₉S
Molecular Weight:609.657
Hs Code.:

Synonyms:6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

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Chemical Property of 6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

Chemical Property:

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Technology Process of 6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

There total 17 articles about 6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline 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: 53.0%

: benzyloxycarbonylaminoindoline

: 185424-66-2
6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

Guidance literature:: In HCl-saturated EtOAc; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 2-(4-Chlorocarbonyl-2-nitro-phenyl)-malonic acid dimethyl ester

: 185424-66-2
6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

Guidance literature:: Multi-step reaction with 10 steps

1: aq. NaN₃ / acetone / 0.5 h / 0 °C

2: toluene / 0.67 h / Heating

3: toluene / 2 h / 20 °C

4: 61 percent / DIBALH / tetrahydrofuran; hexane / 1 h / -8 - 20 °C

5: 94 percent / H₂ / PtO₂ / ethanol / 0.83 h / 20 °C / 2585.7 Torr

6: 91 percent / aq. Na₂CO₃ / tetrahydrofuran / 336 h / 20 °C

7: 79 percent / DEAD, PPh₃ / tetrahydrofuran / 0.33 h / 20 °C

8: 97 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

9: HCl / ethyl acetate / 2 h / 20 °C

10: EDCI*HCl / dimethylformamide / 48 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; diisobutylaluminium hydride; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; platinum(IV) oxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

: 157160-99-1
4-Chloro-3-nitrobenzoic acid tert-butyl ester

: 185424-66-2
6-[(benzyloxycarbonyl)amino]-3-[(methanesulfonyloxy)methyl]-1-[(5',6',7'-trimethoxyindol-2'-yl)carbonyl]indoline

Guidance literature:: Multi-step reaction with 13 steps

1: NaH / dimethylsulfoxide / 4 h / 70 - 80 °C

2: HCOOH / 1.) 20 deg C, 15 h, 2.) 50 deg C, 7 h

3: SOCl₂, DMF / 1,2-dichloro-ethane / 1 h / Heating

4: aq. NaN₃ / acetone / 0.5 h / 0 °C

5: toluene / 0.67 h / Heating

6: toluene / 2 h / 20 °C

7: 61 percent / DIBALH / tetrahydrofuran; hexane / 1 h / -8 - 20 °C

8: 94 percent / H₂ / PtO₂ / ethanol / 0.83 h / 20 °C / 2585.7 Torr

9: 91 percent / aq. Na₂CO₃ / tetrahydrofuran / 336 h / 20 °C

10: 79 percent / DEAD, PPh₃ / tetrahydrofuran / 0.33 h / 20 °C

11: 97 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

12: HCl / ethyl acetate / 2 h / 20 °C

13: EDCI*HCl / dimethylformamide / 48 h / 20 °C

With hydrogenchloride; formic acid; thionyl chloride; sodium azide; hydrogen; sodium hydride; diisobutylaluminium hydride; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; diethylazodicarboxylate; platinum(IV) oxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene;