tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate
• CAS No.: 1443737-21-0
• Molecular Formula: C₂₀H₂₉N₃O₅
• Molecular Weight: 391.467
• Mol file: 1443737-21-0.mol

Synonyms:tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

Chemical Property of tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

There total 5 articles about tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-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:

(R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (278788-66-2) + 2-(methyloxy)-4-oxiran-2-ylbenzonitrile (1255207-21-6) → tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate (1443737-21-0)

Guidance literature:

In ethanol; at 150 ℃; for 3h; Microwave irradiation;

Reference yield:

4-formyl-2-methoxybenzonitrile (21962-49-2) → tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate (1443737-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride; trimethylsulphonium iodide / tetrahydrofuran; dimethyl sulfoxide / 0 - 20 °C / Inert atmosphere

2: ethanol / 3 h / 150 °C / Microwave irradiation

With trimethylsulphonium iodide; sodium hydride; In tetrahydrofuran; ethanol; dimethyl sulfoxide;

Reference yield:

vanillin triflate (194018-68-3) → tert-butyl (3R)-4-[2-(4-cyano-3-methoxyphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate (1443737-21-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 8 h / 110 °C

2: sodium hydride; trimethylsulphonium iodide / tetrahydrofuran; dimethyl sulfoxide / 0 - 20 °C / Inert atmosphere

3: ethanol / 3 h / 150 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsulphonium iodide; sodium hydride; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

(R)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate

2-(methyloxy)-4-oxiran-2-ylbenzonitrile

vanillin triflate

4-formyl-2-methoxybenzonitrile

Downstream raw materials:

tert-butyl (3S,9aR)-3-(4-cyano-3-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate

tert-butyl (3R,9aR)-3-(4-cyano-3-methoxyphenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate