N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

Base Information

Chemical Name:N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide
CAS No.:861448-71-7
Molecular Formula:C₂₂H₃₂BrNO₄SSi
Molecular Weight:514.556
Hs Code.:

Synonyms:N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

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Chemical Property of N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

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Technology Process of N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

There total 9 articles about N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide 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:

: 188690-82-6
(R)-2-bromo-1-(4-benzyloxy-3-nitrophenyl)ethanol

: 861448-71-7
N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 12 h / 20 - 25 °C / 5175.52 Torr

2: pyridine / tetrahydrofuran / 2 h / 20 °C

3: 1H-imidazole / dichloromethane / 1 h / Reflux

With pyridine; 1H-imidazole; platinum(IV) oxide; hydrogen; In tetrahydrofuran; dichloromethane;
DOI:10.1021/op2001904

Reference yield:

: 14347-05-8
4-benzyloxy-3-nitroacetophenone

: 861448-71-7
N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetra-N-butylammonium tribromide / tetrahydrofuran; methanol / 4 h

2: borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol / tetrahydrofuran / 3.5 h / 3 - 5 °C

3: platinum(IV) oxide; hydrogen / tetrahydrofuran / 12 h / 20 - 25 °C / 5175.52 Torr

4: pyridine / tetrahydrofuran / 2 h / 20 °C

5: 1H-imidazole / dichloromethane / 1 h / Reflux

With pyridine; 1H-imidazole; platinum(IV) oxide; borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; hydrogen; tetra-N-butylammonium tribromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/op2001904

Reference yield:

: 6322-56-1
4'-hydroxy-3'-nitroacetophenone

: 861448-71-7
N-[2-(benzyloxy)-5-((1R)-2-bromo-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl)phenyl]methane sulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 °C

1.2: 3 h / 20 °C / Reflux

2.1: tetra-N-butylammonium tribromide / tetrahydrofuran; methanol / 4 h

3.1: borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol / tetrahydrofuran / 3.5 h / 3 - 5 °C

4.1: platinum(IV) oxide; hydrogen / tetrahydrofuran / 12 h / 20 - 25 °C / 5175.52 Torr

5.1: pyridine / tetrahydrofuran / 2 h / 20 °C

6.1: 1H-imidazole / dichloromethane / 1 h / Reflux

With pyridine; 1H-imidazole; platinum(IV) oxide; borane N,N-diethylaniline complex; (1R,2S)-1-Amino-2-indanol; hydrogen; tetra-N-butylammonium tribromide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/op2001904