isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate

Base Information

• Chemical Name: isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate
• CAS No.: 1380349-82-5
• Molecular Formula: C₂₁H₂₇N₃O₅
• Molecular Weight: 401.462
• Mol file: 1380349-82-5.mol

Synonyms:isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate

Chemical Property of isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate

There total 2 articles about isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-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: 57.0%

(4-(benzyloxy)-6-iodopyrimidin-5-yl)methanol (1380349-79-0) + 4-Oxo-piperidine-1-carboxylic acid isopropyl ester (190013-27-5) → isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate (1380349-82-5)

Guidance literature:

(4-(benzyloxy)-6-iodopyrimidin-5-yl)methanol; With methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -50 ℃; for 0.416667h;

With TurboGrignard; In tetrahydrofuran; diethyl ether; at -50 - 0 ℃;

4-Oxo-piperidine-1-carboxylic acid isopropyl ester; Further stages;

DOI:10.1016/j.tet.2012.04.033

Reference yield:

2,6-dichloro-pyrimidine carbaldehyde (5305-40-8) → isopropyl 4-(6-(benzyloxy)-5-(hydroxymethyl)pyrimidin-4-yl)-4-hydroxypiperidine-1-carboxylate (1380349-82-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogen iodide / water / 1 h / 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: sodium

3.2: 14 h / 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 0 - 20 °C

5.1: methylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.42 h / -50 °C

5.2: -50 - 0 °C

With 1H-imidazole; methylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen iodide; sodium; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2012.04.033

upstream raw materials:

(4-(benzyloxy)-6-iodopyrimidin-5-yl)methanol

4-Oxo-piperidine-1-carboxylic acid isopropyl ester

2,6-dichloro-pyrimidine carbaldehyde