trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate

Base Information

• Chemical Name: trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate
• CAS No.: 955028-82-7
• Molecular Formula: C₁₀H₁₈FNO₃
• Molecular Weight: 219.256
• Mol file: 955028-82-7.mol

Synonyms:tert-Butyl (3S,4S)-4-fluoro-3-hydroxypiperidine-1-carboxylate;

Chemical Property of trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.478
• Boiling Point: 300.8 °C at 760 mmHg
• Flash Point: 135.7 °C
• PSA: 49.77000
• Density: 1.15 g/cm³
• LogP: 1.26410
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

rel-tert-Butyl (3R,4R)-4-fluoro-3-hydroxypiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate

There total 6 articles about trans-tert-butyl 4-fluoro-3-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: 100.0%

racemic cis-tert-butyl 4-fluoro-3-(4-nitrobenzoyl)oxypiperidine-1-carboxylate → racemic cis-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate (1174020-46-2,1941213-08-6,2306248-33-7,955028-82-7,1314641-02-5)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; for 1h;

Reference yield: 66.0%

tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (161157-50-2) → racemic trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate (1174020-46-2,1941213-08-6,2306248-33-7,955028-82-7,1314641-02-5) + (anti)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (955029-44-4)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In 1,2-dichloro-ethane; at 80 ℃; for 12h;

Reference yield: 66.0%

tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (161157-50-2) → (anti)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (955029-44-4) + (3SR,4SR)-4-fluoro-piperidin-3-ol-1-carboxylic acid tert-butyl ester (1260772-97-1,1174020-46-2,1941213-08-6,2306248-33-7,955028-82-7,1314641-02-5)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In 1,2-dichloro-ethane; at 80 ℃; for 12h;

upstream raw materials:

tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate

tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate

racemic trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate

Downstream raw materials:

racemic trans-4-fluoropiperidin-3-ol hydrochloride

racemic cis-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate

racemic cis-4-fluoropiperidin-3-ol hydrochloride

(3SR,4SR)-4-fluoro-piperidin-3-ol hydrochloride

Refernces

• 1、 -. "DIAZEPAM DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTORS". Page/Page column 61. . Retrieved 2011/05/06.
• 2、 -. "PYRROLOPYRIDINES AS KINASE INHIBITORS". Page/Page column 77. . Retrieved 2009/12/23.