trans-3-(Hydroxymethyl)cyclobutanol

Base Information

• Chemical Name: trans-3-(Hydroxymethyl)cyclobutanol
• CAS No.: 112623-30-0
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Mol file: 112623-30-0.mol

Synonyms:

Chemical Property of trans-3-(Hydroxymethyl)cyclobutanol

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-3-(Hydroxymethyl)cyclobutanol

There total 1 articles about trans-3-(Hydroxymethyl)cyclobutanol 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: 90.0%

→ (1α,3β)-3-hydroxymethylcyclobutanol (112623-30-0,112623-19-5,1245647-03-3)

Guidance literature:

Reference yield: 40.0%

(1α,3β)-3-hydroxymethylcyclobutanol (112623-30-0,112623-19-5,1245647-03-3) + trityl chloride (76-83-5) → (1α,3β)-3-trityloxymethylcyclobutanol (125962-57-4)

Guidance literature:

In pyridine;

Reference yield:

(1α,3β)-3-hydroxymethylcyclobutanol (112623-30-0,112623-19-5,1245647-03-3) → (4R,5R)-5-(3-fluorophenyl)-4-(5-(((1r,3R)-3-hydroxycyclobutyl)ethynyl)pyridin-3-yl)oxazolidin-2-one

Guidance literature:

Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: potassium carbonate / diethyl ether; methanol / 3 h / 0 - 20 °C / Inert atmosphere

3: triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / pentane / 16 h / 80 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; In methanol; diethyl ether; dichloromethane; pentane; 3: |Sonogashira Cross-Coupling;

DOI:10.1016/j.bmcl.2016.11.014

Downstream raw materials:

(1α,3β)-3-trityloxymethylcyclobutanol