(Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

Base Information

Chemical Name:(Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide
CAS No.:111612-93-2
Molecular Formula:C₁₅H₂₁NO₃
Molecular Weight:263.337
Hs Code.:

Synonyms:(Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

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Chemical Property of (Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

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Technology Process of (Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

There total 8 articles about (Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide 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: 67.0%

: 53933-47-4
N-((1S)-1-phenylethyl)hydroxylamine

: 84519-53-9
(4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carbaldehyde

: 111612-93-2
(Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

Guidance literature:: With sodium sulfate; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1248/cpb.37.1446

Reference yield:

: 85099-89-4,109715-57-3,124019-21-2,93451-86-6
(S,S)-2,2-dimethyl-4-benzyloxymethyl-5-methyl-1,3-dioxolane

: 111612-93-2
(Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / hydrogen / 10percent palladium on carbon / ethyl acetate; acetic acid / 24 h / Ambient temperature

2: 1.) oxalyl chloride, 2.) triethylamine / 1.) DMSO, methylene chloride, 20 min, -78 deg C, 2.) DMSO, CH₂Cl₂, -78 deg C, 20 min, warm to room temperature

3: 67 percent / sodium sulfate / CH₂Cl₂ / 15 h / Ambient temperature

With oxalyl dichloride; hydrogen; sodium sulfate; triethylamine; palladium on activated charcoal; In dichloromethane; acetic acid; ethyl acetate;
DOI:10.1248/cpb.37.1446

Reference yield:

: 78513-04-9
(4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester

: 111612-93-2
(Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / sodium borohydride / dimethylsulfoxide / 13 h / 50 °C

2: 89 percent / hydrogen / 10percent palladium on carbon / ethyl acetate; acetic acid / 24 h / Ambient temperature

3: 1.) oxalyl chloride, 2.) triethylamine / 1.) DMSO, methylene chloride, 20 min, -78 deg C, 2.) DMSO, CH₂Cl₂, -78 deg C, 20 min, warm to room temperature

4: 67 percent / sodium sulfate / CH₂Cl₂ / 15 h / Ambient temperature

With sodium tetrahydroborate; oxalyl dichloride; hydrogen; sodium sulfate; triethylamine; palladium on activated charcoal; In dichloromethane; acetic acid; dimethyl sulfoxide; ethyl acetate;
DOI:10.1248/cpb.37.1446