N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine

Base Information

• Chemical Name: N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine
• CAS No.: 192764-07-1
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.397

Synonyms:N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine

Chemical Property of N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine

Chemical Property:

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Technology Process of N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine

There total 2 articles about N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine 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:

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) + phenylmagnesium bromide (100-58-3) → N-Benzyl-N-[(R)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine (192764-06-0) + N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine (192764-07-1)

Guidance literature:

With zinc dibromide; In diethyl ether; at -40 ℃; for 6h;

DOI:10.1016/S0957-4166(97)00175-4

Reference yield:

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) + phenylmagnesium bromide (100-58-3) → N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine (192764-07-1)

Guidance literature:

With diethylaluminium chloride; Yield given. Multistep reaction; 1.) Et₂O, room temp., 5 min, 2.) Et₂O, -60 deg C, 6 h;

DOI:10.1021/jo971913n

Reference yield: 100.0%

acetic anhydride (108-24-7) + N-Benzyl-N-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-hydroxylamine (192764-07-1) → (2S,3S)-N-benzyl-3-(acetoxyamino)-1,2-O-isopropylidene-3-phenyl-1,2-propanediol (204127-03-7)

Guidance literature:

With pyridine; In dichloromethane; Ambient temperature;

DOI:10.1021/jo971913n

upstream raw materials:

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone

phenylmagnesium bromide

Downstream raw materials:

Benzyl-[(S)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenyl-methyl]-amine

(2S,3S)-N-benzyl-3-(acetoxyamino)-1,2-O-isopropylidene-3-phenyl-1,2-propanediol

(2S,3S)-3-(tert-butoxycarbonylamino)-1,2-O-isopropylidene-3-phenyl-1,2-propanediol

(+)-(2S,3S)-3-(benzylamino)-3-phenylpropane-1,2-diol

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