(2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

Base Information

Chemical Name:(2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal
CAS No.:158568-66-2
Molecular Formula:C₂₅H₃₂N₂O₆Si
Molecular Weight:484.624
Hs Code.:

Synonyms:(2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

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Chemical Property of (2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

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Technology Process of (2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

There total 5 articles about (2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal 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: 49.0%

: 158469-81-9
methyl (2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propionate

: 158568-66-2
(2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 5h;
DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

: 98642-61-6
(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

: 158568-66-2
(2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

Guidance literature:: Multi-step reaction with 4 steps

1: benzene / 1 h / Ambient temperature

2: NaBH₄ / methanol / 0.2 h / 0 °C

3: 77 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 1 h / 0 °C

4: 49 percent / diisobutylaluminium hydride / toluene / 5 h / -78 °C

With sodium tetrahydroborate; diisobutylaluminium hydride; sodium hydrogencarbonate; In methanol; water; ethyl acetate; toluene; benzene;
DOI:10.1016/S0040-4020(01)85516-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 158568-66-2
(2S)-2-<(phenoxycarbonyl)<3-(4-nitrophenyl)prop-2-en-1-yl>amino>-3-<(tert-butyldimethylsilyl)oxy>propanal

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 1 h / Ambient temperature

3: NaBH₄ / methanol / 0.2 h / 0 °C

4: 77 percent / sat. sodium bicarbonate / ethyl acetate; H₂O / 1 h / 0 °C

5: 49 percent / diisobutylaluminium hydride / toluene / 5 h / -78 °C

With dmap; sodium tetrahydroborate; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; In methanol; dichloromethane; water; ethyl acetate; toluene; benzene;
DOI:10.1016/S0040-4020(01)85516-2