6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

Base Information

Chemical Name:6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline
CAS No.:119880-02-3
Molecular Formula:C₂₃H₂₃NO₆S₂
Molecular Weight:473.571
Hs Code.:

Synonyms:6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

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Chemical Property of 6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

Chemical Property:

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Technology Process of 6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

There total 6 articles about 6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)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: 73.0%

: 119879-97-9
6-(benzyloxy)-3-(hydroxymethyl)-1-(phenylsulfonyl)indoline

: 124-63-0
methanesulfonyl chloride

: 119880-02-3
6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

: 1484-26-0
3-(benzyloxy)aniline

: 119880-02-3
6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

Guidance literature:: Multi-step reaction with 6 steps

1: 42 percent / N-bromosuccinimide, H₂SO₄ / tetrahydrofuran / 10 h / -78 °C

2: 87 percent / pyridine / tetrahydrofuran / 40 h / 66 °C

3: 76 percent / NaH / dimethylformamide / 2 h / 25 °C

4: 92 percent / Bu₃SnH, AIBN / benzene / 2 h / 80 °C

5: 1.) ozone, 2.) NaBH₄ / 1.) EtOH, CH₂Cl₂, -78 deg C, 8 min, 2.) EtOH, H₂O, -78 to 24 deg C, 9 h

6: 73 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With pyridine; sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; ozone; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00267a004

Reference yield:

: 119879-91-3
N-(phenylsulfonyl)-5-(benzyloxy)-2-bromoaniline

: 119880-02-3
6-(benzyloxy)-3-(((methanesulfonyl)oxy)methyl)-1-(phenylsulfonyl)indoline

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / NaH / dimethylformamide / 2 h / 25 °C

2: 92 percent / Bu₃SnH, AIBN / benzene / 2 h / 80 °C

3: 1.) ozone, 2.) NaBH₄ / 1.) EtOH, CH₂Cl₂, -78 deg C, 8 min, 2.) EtOH, H₂O, -78 to 24 deg C, 9 h

4: 73 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; ozone; triethylamine; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00267a004