Benzeneacetic acid, a-hydroxy-a-phenyl-, 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinyl ester

Base Information

• Chemical Name: Benzeneacetic acid, a-hydroxy-a-phenyl-, 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinyl ester
• CAS No.: 91540-19-1
• Molecular Formula: C₂₃H₂₇NO₅
• Molecular Weight: 397.471
• Mol file: 91540-19-1.mol

Synonyms:

Chemical Property of Benzeneacetic acid, a-hydroxy-a-phenyl-, 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzeneacetic acid, a-hydroxy-a-phenyl-, 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinyl ester

There total 1 articles about Benzeneacetic acid, a-hydroxy-a-phenyl-, 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinyl ester 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:

methyl benzilate (76-89-1) + 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinol (91540-18-0) → 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)piperidine (91540-19-1)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) oil, 80 deg C, 2.) 3 h;

DOI:10.1248/cpb.32.1126

Reference yield: 44.0%

methyl bromide (74-83-9) + 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)piperidine (91540-19-1) → trans 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium bromide (79708-67-1) + cis 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium bromide (79708-68-2)

Guidance literature:

In acetonitrile; for 12h; Ambient temperature;

DOI:10.1248/cpb.32.1126

Reference yield: 31.6%

4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)piperidine (91540-19-1) + dimethyl sulfate (77-78-1) → trans 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium methylsulfate (79708-76-2) + cis 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium methylsulfate (79708-78-4)

Guidance literature:

In acetonitrile; for 12h; Ambient temperature;

DOI:10.1248/cpb.32.1126

upstream raw materials:

methyl benzilate

1-(1,3-dioxolan-2-ylmethyl)-4-piperidinol

Downstream raw materials:

trans 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium bromide

cis 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium bromide

trans 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium methylsulfate

cis 4-benziloyloxy-1-(1,3-dioxolan-2-ylmethyl)-1-methylpiperidinium methylsulfate