(E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol

Base Information

• Chemical Name: (E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol
• CAS No.: 294198-94-0
• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.39
• Mol file: 294198-94-0.mol

Synonyms:(E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol

Chemical Property of (E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol

Chemical Property:

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Technology Process of (E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol

There total 2 articles about (E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol 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: 82.0%

(3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine (227622-64-2) → (E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol (294198-94-0)

Guidance literature:

With hydrogen; nickel; In methanol; at 20 ℃; for 192h;

Reference yield: 38.0%

(3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine (227622-64-2) → (4'S)-1-benzyl-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxypyrrole (1449739-98-3) + (E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol (294198-94-0)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/ejoc.201201210

Reference yield: 90.0%

(E)-(4R,4'S)-4-benzylamino-4-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-methoxybut-2-en-1-ol (294198-94-0) → (R)-1-Benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methoxy-2,5-dihydro-1H-pyrrole

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

(3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine