methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Base Information

• Chemical Name: methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate
• CAS No.: 847231-42-9
• Molecular Formula: C₃₀H₄₁NO₅Si
• Molecular Weight: 523.745
• Mol file: 847231-42-9.mol

Synonyms:methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Chemical Property of methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate

There total 2 articles about methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate 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:

(2S,3S,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-formyl-3-methyl-piperidine-1-carboxylic acid methyl ester + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate (847231-42-9)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

(2S,3S,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-formyl-3-methyl-piperidine-1-carboxylic acid methyl ester; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1248/cpb.53.555

Reference yield:

(2S,3S,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxymethyl-3-methyl-piperidine-1-carboxylic acid methyl ester → methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate (847231-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / tetrahydrofuran / 0 - 20 °C

With sodium hydride; In tetrahydrofuran; 1: Swern oxidation;

DOI:10.3987/COM-04-10269

Reference yield:

methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(2-ethoxycarbonylvinyl)-3-methylpiperidine-1-carboxylate (847231-42-9) → (2R,3S,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(2-ethoxycarbonyl-ethyl)-3-methyl-piperidine-1-carboxylic acid methyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 40h; under 3040 Torr;

DOI:10.1248/cpb.53.555

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(3-hydroxypropyl)-3-methylpiperidine-1-carboxylate

methyl 6-(tert-butyldiphenylsilyloxymethyl)-2-(3-methoxymethoxypropyl)-3-methylpiperidine-1-carboxylate

methyl 6-[4-(tert-butyldiphenylsilyloxy)but-1-enyl]-2-(3-methoxymethoxypropyl)-3-methylpiperidine-1-carboxylate

methyl 6-[5-(tert-butyldiphenylsilyloxy)pent-1-enyl]-2-(3-methoxymethoxypropyl)-3-methylpiperidine-1-carboxylate