(2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

Base Information

Chemical Name:(2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester
CAS No.:610290-16-9
Molecular Formula:C₂₂H₂₉O₅PSi
Molecular Weight:432.529
Hs Code.:

Synonyms:(2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

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Chemical Property of (2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

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Technology Process of (2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

There total 2 articles about (2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester 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: 63.2%

: 610290-53-4
(2E-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxyl-but-2-enyl)-phosphonic acid dimethyl ester

: 610290-16-9
(2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

Guidance literature:: With sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -10 - 20 ℃; for 0.75h;
DOI:10.1021/ja036985c

Reference yield:

: 131380-48-8
(E)-4-(t-butyldiphenylsilyl)oxy-2-butenal

: 610290-16-9
(2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / triethylamine / 1 h / 70 °C

2: 63.2 percent / Hunig's base; DMSO; sulfur trioxide*pyridine / CH₂Cl₂ / 0.75 h / -10 - 20 °C

With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Pudovik reaction / 2: Parikh-Doering oxidation;
DOI:10.1021/ja036985c

Reference yield:

: 67-56-1
methanol

: 603-76-9
1-methylindole

: 610290-16-9
(2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester

: (R)-3-(1-methyl-1H-indol-3-yl)-4-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

: (S)-3-(1-methyl-1H-indol-3-yl)-4-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

Guidance literature:: 1-methylindole; (2E-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enoyl)-phosphonic acid dimethyl ester; With (S,S)-IndaPybox*Sc(OTf)3; In dichloromethane; at -78 ℃; for 17h;

methanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1021/ja036985c