N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

Base Information

Chemical Name:N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime
CAS No.:474003-60-6
Molecular Formula:C₂₅H₃₄N₂O₃Si
Molecular Weight:438.642
Hs Code.:

Synonyms:N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

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Chemical Property of N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

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Technology Process of N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

There total 4 articles about N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime 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: 96.0%

: 873692-48-9
N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde oxime

: 18162-48-6
tert-butyldimethylsilyl chloride

: 474003-60-6
N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/jo051652e

Reference yield:

: 873692-62-7
methyl N-benzyloxycarbonyl-N-(trans-cinnamyl)-2-aminoacetate

: 474003-60-6
N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

Guidance literature:: Multi-step reaction with 2 steps

1.1: DIBAL-H / diethyl ether; hexane / 0.17 h / -78 °C

1.2: 80 percent / NH₂OH*HCl; NaHCO₃ / ethanol; H₂O / 0.5 h / 20 °C

2.1: 96 percent / imidazole / dimethylformamide / 0 °C

With 1H-imidazole; diisobutylaluminium hydride; In diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo051652e

Reference yield:

: 21087-29-6
trans-3-phenylprop-2-enyl chloride

: 474003-60-6
N-benzyloxycarbonyl-N-trans-cinnamyl-2-aminoacetaldehyde O-tert-butyldimethylsilyloxime

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / CHCl₃ / 3 h / Heating

2.1: 1.70 g / triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: DIBAL-H / diethyl ether; hexane / 0.17 h / -78 °C

3.2: 80 percent / NH₂OH*HCl; NaHCO₃ / ethanol; H₂O / 0.5 h / 20 °C

4.1: 96 percent / imidazole / dimethylformamide / 0 °C

With 1H-imidazole; diisobutylaluminium hydride; triethylamine; In diethyl ether; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo051652e