(3S,4R)-1-Boc-3-hydroxymethyl-4-(4-fluorophenyl)-piperidine

Base Information

• Chemical Name: (3S,4R)-1-Boc-3-hydroxymethyl-4-(4-fluorophenyl)-piperidine
• CAS No.: 200572-33-4
• Molecular Formula: C17H24FNO3
• Molecular Weight: 309.381
• DSSTox Substance ID: DTXSID90434299
• Nikkaji Number: J1.271.977I
• Wikidata: Q72476050
• Mol file: 200572-33-4.mol

Synonyms:200572-33-4;(3S,4R)-1-Boc-3-hydroxymethyl-4-(4-fluorophenyl)-piperidine;(3S,4R)-tert-Butyl 4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate;Tert-butyl (3S,4R)-4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate;188869-27-4;(3S,4R)-N-tert-butyloxycarbonyl-4-(4-fluorophenyl)-3-hydroxymethylpiperidine;(3S,4R)-4-(4-Fluoro-phenyl)-3-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester;rel-tert-Butyl (3R,4S)-4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate;SCHEMBL951033;DTXSID90434299;ALBDGYQRKQAUJW-ZFWWWQNUSA-N;MFCD10687161;AS-36976;CS-0171736;EN300-7414940;A848445;3beta-(Hydroxymethyl)-4alpha-(4-fluorophenyl)-1-piperidinecarboxylic acid tert-butyl ester;4-(4-Fluoro-phenyl)-3-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester;rel-tert-Butyl(3R,4S)-4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate;trans-tert-butyl 4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate

Chemical Property of (3S,4R)-1-Boc-3-hydroxymethyl-4-(4-fluorophenyl)-piperidine

Chemical Property:

• Boiling Point: 414.2±40.0 °C(Predicted)
• PKA: 14.93±0.10(Predicted)
• PSA: 49.77000
• Density: 1.138
• LogP: 3.09650
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 309.17402179
• Heavy Atom Count: 22
• Complexity: 375

Purity/Quality:

97% ^*data from raw suppliers

(3S,4R)-tert-Butyl4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C(C1)CO)C2=CC=C(C=C2)F
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC[C@H]([C@@H](C1)CO)C2=CC=C(C=C2)F

Technology Process of (3S,4R)-1-Boc-3-hydroxymethyl-4-(4-fluorophenyl)-piperidine

There total 63 articles about (3S,4R)-1-Boc-3-hydroxymethyl-4-(4-fluorophenyl)-piperidine 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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + {(3S,4R)-4-(p-fluorophenyl)-3-(hydroxymethyl)-1-[1-(S)-phenylethyl]}piperidine (349446-96-4) → (3S,4R)-4-(4-fluorophenyl)-3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester (200572-33-4)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In ethyl acetate; for 11h; under 5171.62 Torr;

DOI:10.1002/ejoc.201700658

Reference yield: 94.0%

(-)-(3S,4R)-4-(4-fluoro-phenyl)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (923932-21-2) → (3S,4R)-4-(4-fluorophenyl)-3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester (200572-33-4)

Guidance literature:

(-)-(3S,4R)-4-(4-fluoro-phenyl)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester; With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃;

With methanol; In tetrahydrofuran; at 0 ℃;

Reference yield: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + (3S,4R)-trans-4-(4-fluorophenyl)-3-hydroxymethylpiperidine (125224-43-3,188869-26-3) → (3S,4R)-4-(4-fluorophenyl)-3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester (200572-33-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 20h;

upstream raw materials:

di-tert-butyl dicarbonate

(3S,4R)-4-(p-fluorophenyl)-1-[(1R)-2-hydroxy-1-phenylethyl]-3-piperidinemethanol

(3S,4R)-trans-4-(4-fluorophenyl)-3-hydroxymethylpiperidine

(3SR,4RS)-trans-4-(4-fluorophenyl)-3-hydroxymethylpiperidine

Downstream raw materials:

(3S,4R)-tert-butyl 4-(4-fluorophenyl)-3-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate