dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

Base Information

Chemical Name:dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate
CAS No.:1417328-83-6
Molecular Formula:C₂₀H₂₄NO₆PS
Molecular Weight:437.453
Hs Code.:

Synonyms:dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

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Chemical Property of dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

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Technology Process of dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

There total 5 articles about dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate 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: 94.0%

: 1417328-65-4
dimethyl (2-(1-tosyl-1H-indol-3-yl)propanoyl)phosphonate

: 1417328-83-6
dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

Guidance literature:: With (p-cymene)ruthenium(II) chloride; C₄₀H₃₂N₂O₃S; Formic acid triethylamine complex; In dimethyl sulfoxide; at 20 - 60 ℃; for 10h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ja310980q

Reference yield:

: 3-(1-methoxyprop-1-en-2-yl)-1-tosyl-1H-indole

: 1417328-83-6
dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen bromide / acetone; water / 10.5 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 10.5 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: (p-cymene)ruthenium(II) chloride; C₄₀H₃₂N₂O₃S; Formic acid triethylamine complex / dimethyl sulfoxide / 10 h / 20 - 60 °C / Inert atmosphere

With (p-cymene)ruthenium(II) chloride; C₄₀H₃₂N₂O₃S; Formic acid triethylamine complex; hydrogen bromide; Dess-Martin periodane; triethylamine; In dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/ja310980q

Reference yield:

: 1417328-93-8
2-(1-tosyl-1H-indol-3-yl)propanal

: 1417328-83-6
dimethyl ((1R,2R)-1-hydroxy-2-(1-tosyl-1H-indol-3-yl)propyl)phosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 10.5 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: (p-cymene)ruthenium(II) chloride; C₄₀H₃₂N₂O₃S; Formic acid triethylamine complex / dimethyl sulfoxide / 10 h / 20 - 60 °C / Inert atmosphere

With (p-cymene)ruthenium(II) chloride; C₄₀H₃₂N₂O₃S; Formic acid triethylamine complex; Dess-Martin periodane; triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja310980q