[2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

Base Information

Chemical Name:[2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine
CAS No.:914301-50-1
Molecular Formula:C₂₃H₃₃FN₂O₄Si
Molecular Weight:448.61
Hs Code.:

Synonyms:[2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

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Chemical Property of [2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

Chemical Property:

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Technology Process of [2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

There total 12 articles about [2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine 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: 95.0%

: 914301-58-9
2-[2-fluoro-3-(4-methoxy-benzyl)-5-nitro-benzylamino]-ethanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 914301-50-1
[2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 4h;
DOI:10.1021/jm051222g

Reference yield:

: 443-88-9
2-fluoro-m-xylene

: 914301-50-1
[2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

Guidance literature:: Multi-step reaction with 10 steps

1: 58 percent / KMnO₄; KOH / H₂O / Heating

2: 40 percent / H₂SO₄ / 48 h / 20 °C

3: 99 percent / HNO₃; H₂SO₄ / 2 h / 20 °C

4: SOCl₂ / 3 h / Heating

5: 3.24 g / AlCl₃ / 20 h / 20 °C

6: 98 percent / TFA; trifluoromethanesulfonic acid; Et₃SiH / CH₂Cl₂ / 6 h / 50 °C

7: 61 percent / NaBH₄ / dioxane; H₂O / 20 °C

8: 99 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -30 °C

9: 75 percent / NaCNBH₃; AcOH / methanol / 3 h / Heating

10: 95 percent / DBU / acetonitrile / 4 h

With triethylsilane; potassium hydroxide; sodium tetrahydroborate; potassium permanganate; aluminium trichloride; thionyl chloride; oxalyl dichloride; trifluorormethanesulfonic acid; sulfuric acid; nitric acid; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 5: Friedel-Crafts acylation / 8: Swern oxidation;
DOI:10.1021/jm051222g

Reference yield:

: 1583-65-9
2-fluoro-isophthalic acid

: 914301-50-1
[2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine

Guidance literature:: Multi-step reaction with 9 steps

1: 40 percent / H₂SO₄ / 48 h / 20 °C

2: 99 percent / HNO₃; H₂SO₄ / 2 h / 20 °C

3: SOCl₂ / 3 h / Heating

4: 3.24 g / AlCl₃ / 20 h / 20 °C

5: 98 percent / TFA; trifluoromethanesulfonic acid; Et₃SiH / CH₂Cl₂ / 6 h / 50 °C

6: 61 percent / NaBH₄ / dioxane; H₂O / 20 °C

7: 99 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -30 °C

8: 75 percent / NaCNBH₃; AcOH / methanol / 3 h / Heating

9: 95 percent / DBU / acetonitrile / 4 h

With triethylsilane; sodium tetrahydroborate; aluminium trichloride; thionyl chloride; oxalyl dichloride; trifluorormethanesulfonic acid; sulfuric acid; nitric acid; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 4: Friedel-Crafts acylation / 7: Swern oxidation;
DOI:10.1021/jm051222g