4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester

Base Information

• Chemical Name: 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester
• CAS No.: 1334394-42-1
• Molecular Formula: C₂₂H₂₉NO₆S
• Molecular Weight: 435.541
• Mol file: 1334394-42-1.mol

Synonyms:4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester

Chemical Property of 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester

There total 7 articles about 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl 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:

4-(3-hydroxymethylfuran-2-yl)piperidine-1-carboxylic acid t-butyl ester (1334394-45-4) + p-toluenesulfonyl chloride (98-59-9) → 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester (1334394-42-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 0 ℃; for 1.5h;

Reference yield:

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (375853-82-0,286961-14-6) → 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester (1334394-42-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere

2.1: hydrogen / Raney Ni / methanol / 1 h / 760.05 Torr

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -30 - 0 °C

3.2: 0 - 20 °C

4.1: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane / 1.5 h / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; lithium aluminium tetrahydride; hydrogen; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

4-(3-methoxycarbonylfuran-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester (1334394-43-2) → 4-[3-(Toluene-4-sulfonyloxymethyl)furan-2-yl]-piperidine-1-carboxylic Acid t-Butyl Ester (1334394-42-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / Raney Ni / methanol / 1 h / 760.05 Torr

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -30 - 0 °C

2.2: 0 - 20 °C

3.1: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane / 1.5 h / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; lithium aluminium tetrahydride; hydrogen; Raney Ni; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

methyl 2-bromofuran-3-carboxylate

2-bromofuran-3-carboxylic acid

4-(3-methoxycarbonylfuran-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester