(2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane

Base Information

• Chemical Name: (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane
• CAS No.: 350237-04-6
• Molecular Formula: C₂₅H₃₇NOSi
• Molecular Weight: 395.66
• Mol file: 350237-04-6.mol

Synonyms:(2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane

Chemical Property of (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane

There total 9 articles about (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane 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: 92.0%

C25H35NOSi (1086510-50-0) → (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane (350237-04-6)

Guidance literature:

With 10% Pd/C; hydrogen; In methanol; for 8h; under 3102.97 Torr;

DOI:10.1021/jo801653c

Reference yield:

(2R,4R)-2-(tert-butyldiphenylsilyloxy)-8-nonen-4-amine (350237-03-5) → (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane (350237-04-6)

Guidance literature:

With Cp*2NdCH(SiMe₃)2; In benzene-d6; at 20 ℃;

DOI:10.1021/jo015603n

Reference yield:

1-iodo-4-pentene (7766-48-5) → (2R,2'R,6'R)-(-)-1-(6'-methylpiperidin-2'-yl)-2-(tert-butyldiphenylsilyloxy)propane (350237-04-6)

Guidance literature:

Multi-step reaction with 7 steps

1: n-BuLi / hexane / -50 - 0 °C

2: imidazole / dimethylformamide

3: H₂O; HgCl₂; CdCO₃ / acetonitrile / 50 - 60 °C

4: aq.NaBH₄ / methanol / -78 - 20 °C

5: PPh₃; DEAD / tetrahydrofuran / 20 °C

6: 72 percent / NaBH₄ / propan-2-ol; H₂O / 20 °C

7: 63.6 mg / Cp*2NdCH(TMS)2 / benzene-d6 / 20 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; cadmium(II) carbonate; Cp*2NdCH(SiMe₃)2; water; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; benzene-d6; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 5: Mitsunobu reaction;

DOI:10.1021/jo015603n

upstream raw materials:

(2R,4R)-2-(tert-butyldiphenylsilyloxy)-8-nonen-4-amine

1-iodo-4-pentene

tert-butylchlorodiphenylsilane

(2R,4S)-2-[(tert-butyldiphenylsilyl)oxy]non-8-en-4-ol

Downstream raw materials:

(-)-pinidinol