1-Tosyl-3-[2-(tert-butoxycarbonylamino)ethyl]-6-methoxy-4,7-dihydro-1H-indole-4,7-dione

Base Information

Chemical Name:1-Tosyl-3-[2-(tert-butoxycarbonylamino)ethyl]-6-methoxy-4,7-dihydro-1H-indole-4,7-dione
CAS No.:161156-09-8
Molecular Formula:C₂₃H₂₆N₂O₇S
Molecular Weight:474.535
Hs Code.:
DSSTox Substance ID:DTXSID901106894
Nikkaji Number:J2.185.933H

Synonyms:SCHEMBL13323512;DTXSID901106894;1-Tosyl-3-[2-(tert-butoxycarbonylamino)ethyl]-6-methoxy-4,7-dihydro-1H-indole-4,7-dione;6-Methoxy-3-[2-{tert-butoxycarbonyl}amino)ethyl]-1-(p-toluenesulfonyl)indole-4,7-dione;1,1-Dimethylethyl N-[2-[4,7-dihydro-6-methoxy-1-[(4-methylphenyl)sulfonyl]-4,7-dioxo-1H-indol-3-yl]ethyl]carbamate;161156-09-8

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-Tosyl-3-[2-(tert-butoxycarbonylamino)ethyl]-6-methoxy-4,7-dihydro-1H-indole-4,7-dione

Chemical Property:

XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:8
Exact Mass:474.14607235
Heavy Atom Count:33
Complexity:908

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=C2C(=O)C(=CC3=O)OC)CCNC(=O)OC(C)(C)C

Technology Process of 1-Tosyl-3-[2-(tert-butoxycarbonylamino)ethyl]-6-methoxy-4,7-dihydro-1H-indole-4,7-dione

There total 11 articles about 1-Tosyl-3-[2-(tert-butoxycarbonylamino)ethyl]-6-methoxy-4,7-dihydro-1H-indole-4,7-dione 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: 82.0%

: 220034-63-9
{2-[7-Hydroxy-6-methoxy-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester

: 161156-09-8
{2-[6-Methoxy-4,7-dioxo-1-(toluene-4-sulfonyl)-4,7-dihydro-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With potassiuim nitrosodisulfonate; In water; acetone;
DOI:10.1021/jo9815397

Reference yield: 72.0%

: 4,6,7-Trimethoxy-3-<2-<(tert-butoxycarbonyl)amino>ethyl>-1-(p-toluenesulfonyl)indole

: 161156-09-8
{2-[6-Methoxy-4,7-dioxo-1-(toluene-4-sulfonyl)-4,7-dihydro-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With ammonium cerium(IV) nitrate; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 0.583333h;
DOI:10.1021/jo00111a043

Reference yield:

: 15969-08-1
6-methoxy-2-nitrophenol

: 161156-09-8
{2-[6-Methoxy-4,7-dioxo-1-(toluene-4-sulfonyl)-4,7-dihydro-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: K₂CO₃ / dimethylformamide

2: Fe, HCl / H₂O

3: ICl, Na₂CO₃ / diethyl ether; H₂O

4: 86 percent / NaHCL₃ / acetone; H₂O

5: 89 percent / (o-MeC₆H₄)3P, Et₃N / Pd(OAc)2 / acetonitrile / 3 h / Heating

6: LiAlH₄ / diethyl ether

7: CH₂Cl₂

8: NaH / dimethylformamide

9: 100 percent / H₂ / Pd/C / methanol

10: 82 percent / Fremy's salt / acetone; H₂O

With hydrogenchloride; lithium aluminium tetrahydride; potassiuim nitrosodisulfonate; hydrogen; Iodine monochloride; iron; sodium hydride; sodium carbonate; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo9815397