(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

Base Information

Chemical Name:(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine
CAS No.:1395819-33-6
Molecular Formula:C₂₄H₃₃NO₂Si
Molecular Weight:395.617
Hs Code.:

Synonyms:(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

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Technology Process of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

There total 1 articles about (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine 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: 86.0%

: 1395821-09-6
C₃₀H₄₇NO₃Si₂

: 1395819-33-6
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

Guidance literature:: With hydrogenchloride; indium; In ethanol; at 80 - 100 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo3011914

Reference yield: 89.0%

: 1395819-33-6
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

: 1395819-30-3
(8S,8aR)-8-(tert-butyldiphenylsilyloxy)-3,5,6,7,8,8a-hexahydroindolizine

Guidance literature:: With bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; triphenylphosphine; In dichloromethane; at 0 ℃; for 1.16667h; Inert atmosphere;
DOI:10.1021/jo3011914

Reference yield:

: 1395819-33-6
(2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-((Z)-3-hydroxyprop-1-enyl)piperidine

: 164907-52-2
L-swainsonine

Guidance literature:: Multi-step reaction with 5 steps

1: bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; triphenylphosphine / dichloromethane / 1.17 h / 0 °C / Inert atmosphere

2: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 96 h / 0 - 4 °C

3: dmap; pyridine / dichloromethane / 20 °C / Inert atmosphere

4: triethylamine; triethylamine tris(hydrogen fluoride) / acetonitrile / 120 h / 80 °C / Inert atmosphere

5: sodium methylate / methanol / 1 h / 20 °C / Inert atmosphere

With pyridine; bis(4-chlorobenzyl) diazene-1,2-dicarboxylate; dmap; methanesulfonamide; AD-mix-α; sodium methylate; triethylamine tris(hydrogen fluoride); triethylamine; triphenylphosphine; In methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo3011914