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

Base Information

• Chemical Name: Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-amine
• CAS No.: 192764-18-4
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.353
• Mol file: 192764-18-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-amine 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: 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-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-amine (192764-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) ZnBr₂ / 1.) Et₂O, room temp., 15 min, 2.) Et₂O, -60 deg C, 6 h

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

With copper diacetate; acetic acid; zinc dibromide; zinc;

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

Reference yield:

Benzyl-[(R)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl]-amine (192764-18-4) → (2S,3R)-3-Benzylamino-pentane-1,2-diol (192764-23-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 4h; Yield given; Heating;

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

upstream raw materials:

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

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

Downstream raw materials:

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

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