Tert-butyl 2-hydroxypiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-hydroxypiperidine-1-carboxylate
• CAS No.: 86953-81-3
• Molecular Formula: C10H19 N O3
• Molecular Weight: 201.266
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90443048
• Nikkaji Number: J2.648.194E
• Mol file: 86953-81-3.mol

Synonyms:Tert-butyl 2-hydroxypiperidine-1-carboxylate;86953-81-3;N-BOC-2-HYDROXYPIPERIDINE;MFCD09031186;1-Boc-2-Hydroxypiperidine;SCHEMBL1427524;DTXSID90443048;ZBCXTNPVDVWHNC-UHFFFAOYSA-N;AKOS015962867;hydroxy-1-tert-butoxycarbonylpiperidine;MB06824;1-(tert-Butoxycarbonyl)piperidine-2-ol;AS-52737;SY276983;CS-0048414;P15565

Chemical Property of Tert-butyl 2-hydroxypiperidine-1-carboxylate

Chemical Property:

• PSA: 49.77000
• LogP: 1.66370
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 201.13649347
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

95-99% ^*data from raw suppliers

tert-Butyl2-hydroxypiperidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1O

Technology Process of Tert-butyl 2-hydroxypiperidine-1-carboxylate

There total 3 articles about Tert-butyl 2-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%

→ tert-butyl 2-hydroxypiperidine-1-carboxylate (86953-81-3) + 5-(4-phenoxyphenyl)-7-(piperidin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (262441-54-3)

Guidance literature:

Reference yield: 19.0%

2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9) → tert-butyl 1,2,3,4-tetrahydro-1-pyridinecarboxylate (131667-57-7) + tert-butyl 2-hydroxypiperidine-1-carboxylate (86953-81-3)

Guidance literature:

With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.10.006

Reference yield:

5-<(tert-butoxycarbonyl)amino>pentanal (94136-78-4) + Nitrosobenzene (586-96-9) → tert-butyl 2-hydroxy-3-(phenylaminooxy)piperidine-1-carboxylate + tert-butyl 2-hydroxypiperidine-1-carboxylate (86953-81-3)

Guidance literature:

With L-proline; In dimethyl sulfoxide; at 20 ℃; for 0.333333h; optical yield given as %ee;

DOI:10.1021/ja100178u

upstream raw materials:

5-<(tert-butoxycarbonyl)amino>pentanal

Nitrosobenzene

2-oxopiperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

tert-butyl 2-methoxypiperidine-1-carboxylate

tert-butyl (S)-2-((6R,7aS)-6-((tert-butyldiphenylsilyl)oxy)-2-oxo-6,7-dihydrobenzofuran-7a(2H)-yl)piperidine-1-carboxylate

(E)-N-tert-butoxycarbonyl-2-(3'-cyclohexylideneprop-1'-en-1'-yloxy)piperidine

(Z)-N-tert-butoxycarbonyl-2-(4’-methoxy-6’-phenylhex-2’-en-1’-yloxy)piperidine

Refernces

• 1、 Chen, Cheng,Kattanguru, Pullaiah,Tomashenko, Olesya A.,Karpowicz, Rafa?,Siemiaszko, Gabriela,Bhattacharya, Ahanjit,Calasans, Vinícius,Six, Yvan. "Synthesis of functionalised azepanes and piperidines from bicyclic halogenated aminocyclopropane derivatives". supporting information. p. 5364 - 5372. Retrieved 2017/07/10.
• 2、 Martin, Connor L.,Overman, Larry E.,Rohde, Jason M.. "Total synthesis of (±)- and (-)-actinophyllic acid". supporting information; experimental part. p. 4894 - 4906. Retrieved 2010/06/18.