(3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20⁽²⁹⁾-en-3,28-diol hydrochloride

Base Information

• Chemical Name: (3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20⁽²⁹⁾-en-3,28-diol hydrochloride
• CAS No.: 1417539-28-6
• Molecular Formula: C₄₉H₆₇NO₃*ClH
• Molecular Weight: 754.537

Synonyms:(3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20⁽²⁹⁾-en-3,28-diol hydrochloride

Chemical Property of (3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20⁽²⁹⁾-en-3,28-diol hydrochloride

Chemical Property:

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Technology Process of (3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20⁽²⁹⁾-en-3,28-diol hydrochloride

There total 2 articles about (3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20⁽²⁹⁾-en-3,28-diol hydrochloride 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: 38.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (3S)-3-O-acetyl-28-ethynyllup-20(29)-en-3,28-diol + dibenzylamine (103-49-1) → (3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20(29)-en-3,28-diol hydrochloride (1417539-28-6)

Guidance literature:

formaldehyd; (3S)-3-O-acetyl-28-ethynyllup-20⁽²⁹⁾-en-3,28-diol; dibenzylamine; With copper(l) iodide; In tetrahydrofuran; at 40 ℃; for 20h;

With hydrogenchloride; In diethyl ether; water;

DOI:10.1016/j.bmc.2012.11.016

Reference yield:

3-O-acetylbetulinal (27570-21-4) → (3S,28S)-3-O-acetyl-28-[dibenzylamine-1-yl-prop-1-yn-1-yl]-lup-20(29)-en-3,28-diol hydrochloride (1417539-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 10 h / 25 °C

2: copper(l) iodide / tetrahydrofuran / 20 h / 40 °C

With copper(l) iodide; In tetrahydrofuran; 2: |Mannich Aminomethylation;

DOI:10.1016/j.bmc.2012.11.016

upstream raw materials:

formaldehyd

dibenzylamine

3-O-acetylbetulinal

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