1-Tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate

Base Information

• Chemical Name: 1-Tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate
• CAS No.: 495415-09-3
• Molecular Formula: C12H21NO5
• Molecular Weight: 259.302
• DSSTox Substance ID: DTXSID50694579
• Wikidata: Q82623733
• Mol file: 495415-09-3.mol

Synonyms:495415-09-3;1-tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate;1-Boc-4-hydroxy-piperidine-4-carboxylic acid methyl ester;1-O-tert-butyl 4-O-methyl 4-hydroxypiperidine-1,4-dicarboxylate;Methyl 1-Boc-4-hydroxypiperidine-4-carboxylate;SCHEMBL3498315;DTXSID50694579;WYFPECMSBUVNET-UHFFFAOYSA-N;VUA41509;MFCD11845429;AKOS015868274;PB29860;AM803953;AS-39635;CS-0038556;FT-0712946;EN300-4353994;4-Methyl 1-boc-4-hydroxypiperidine-4-carboxylate;A855515;1-Boc-4-hydroxypiperidine-4-carboxylic acid methyl ester;1-tert-butyl4-methyl4-hydroxypiperidine-1,4-dicarboxylate

Chemical Property of 1-Tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate

Chemical Property:

• PSA: 76.07000
• LogP: 0.85930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 259.14197277
• Heavy Atom Count: 18
• Complexity: 326

Purity/Quality:

97% ^*data from raw suppliers

Methyl1-Boc-4-hydroxypiperidine-4-carboxylate 97.0% ^*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(CC1)(C(=O)OC)O

Technology Process of 1-Tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate

There total 5 articles about 1-Tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate 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: 99.0%

methyl 4-hydroxy-4-piperidinecarboxylate (767265-77-0) + di-tert-butyl dicarbonate (24424-99-5) → 1-tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate (495415-09-3)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield:

4-hydroxy-4-(methoxycarbonyl)-1-(phenylmethyl)piperidine (60437-30-1) → 1-tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate (495415-09-3)

Guidance literature:

4-hydroxy-4-(methoxycarbonyl)-1-(phenylmethyl)piperidine; With 5%-palladium/activated carbon; hydrogen; In methanol; acetic acid; for 2h; under 2585.81 Torr;

With di-tert-butyl dicarbonate; In methanol; acetic acid;

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → 1-tert-butyl 4-methyl 4-hydroxypiperidine-1,4-dicarboxylate (495415-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium metabisulfite / water / 7 h / 25 °C

2.1: hydrogenchloride; water / acetic acid / 3 h / Reflux

2.2: 12 h / Reflux

3.1: 5%-palladium/activated carbon; hydrogen / acetic acid; methanol / 2 h / 2585.81 Torr

With hydrogenchloride; sodium metabisulfite; 5%-palladium/activated carbon; water; hydrogen; In methanol; water; acetic acid;

upstream raw materials:

methyl 4-hydroxy-4-piperidinecarboxylate

di-tert-butyl dicarbonate

1-phenylmethyl-4-piperidone

4-hydroxy-4-(methoxycarbonyl)-1-(phenylmethyl)piperidine

Downstream raw materials:

1-tert-butyl 4-methyl 4-(benzyloxy)piperidine-1,4-dicarboxylate

1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid

O₁-tert-butyl O₄-methyl 4-methoxypiperidine-1,4-dicarboxylate

4-methoxypiperidine-4-carboxylic acid methyl ester hydrochloride

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