benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

Base Information

Chemical Name:benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone
CAS No.:174787-20-3
Molecular Formula:C₁₇H₂₂N₂O₄
Molecular Weight:318.373
Hs Code.:

Synonyms:benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

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Chemical Property of benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

Chemical Property:

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Technology Process of benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

There total 2 articles about benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone 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: 97.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 174787-19-0
benzaldehyde (2R,3R)-2,3-epoxybutanohydrazone

: 174787-20-3
benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

Guidance literature:: With sodium hydride; In tetrahydrofuran; 0 deg C, 1 h; RT, 2 h;
DOI:10.3987/COM-95-S32

Reference yield:

: 5281-18-5
benzaldehyde, hydrazone

: 174787-20-3
benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

Guidance literature:: Multi-step reaction with 2 steps

1: 1) DCC / 1) THF, 0 deg C, 1 h; 2) THF, 0 deg C, 2.5 h then RT, 1 h

2: 97 percent / NaH (60percent mineral oil) / tetrahydrofuran / 0 deg C, 1 h; RT, 2 h

With sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.3987/COM-95-S32

Reference yield:

: 174787-20-3
benzaldehyde N-(tert-butoxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutano)hydrazone

: tert-butyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((S)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen / 10percent Pd/C / ethanol

2: silica gel / Ambient temperature

3: 92 percent / NaI, NaHCO₃ / dimethylformamide / 15 h / Ambient temperature

4: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

5: NaI, N₂O₄ / diethyl ether; tetrahydrofuran / 26 h / 5 °C

6: sodium acetate / diethyl ether / 21 h / Ambient temperature

7: 1) 1.0M lithium bis(triethylsilyl)amide in THF / 1) -78 deg C, 5 min; 2) THF, -78 deg C to RT

With 2,6-dimethylpyridine; lithium bis(triethylsilyl)amide; hydrogen; sodium acetate; silica gel; dinitrogen tetraoxide; sodium hydrogencarbonate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-95-S32