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

Base Information

• Chemical Name: N-Benzyl-N-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-hydroxylamine
• CAS No.: 192764-10-6
• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.353
• Mol file: 192764-10-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

ethylmagnesium bromide (925-90-6) + N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → N-Benzyl-N-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-hydroxylamine (192764-11-7) + N-Benzyl-N-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-hydroxylamine (192764-10-6)

Guidance literature:

With diethylaluminium chloride; In diethyl ether; at -40 ℃; for 6h;

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

Reference yield: 64.0%

N-Benzyl-N-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-hydroxylamine (192764-10-6) → Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-amine (192764-18-4)

Guidance literature:

With copper diacetate; acetic acid; zinc; at 70 ℃; for 1h;

DOI:10.1016/S0040-4020(98)00741-8

Reference yield:

N-Benzyl-N-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-hydroxylamine (192764-10-6) → (4R,5S)-3-Benzyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethyl-oxazolidin-2-one

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / Zn, Cu(OAc)2, aq. AcOH / 1 h / 70 °C

2: p-toluensulfonic acid monohydrate / methanol / 4 h / Heating

3: N,N-dimethylaminopyridine, imidazole / dimethylformamide / 14 h / Ambient temperature

4: tetrahydrofuran / 12 h / Ambient temperature

With 1H-imidazole; dmap; copper diacetate; toluene-4-sulfonic acid; acetic acid; zinc; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)00741-8

upstream raw materials:

ethylmagnesium bromide

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

Downstream raw materials:

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

(2S,3R)-3-Benzylamino-pentane-1,2-diol

(2S,3R)-3-Benzylamino-1-(tert-butyl-dimethyl-silanyloxy)-pentan-2-ol