tert-Butyl 4-hydroxy-4-(prop-1-en-2-yl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-hydroxy-4-(prop-1-en-2-yl)piperidine-1-carboxylate
• CAS No.: 203662-51-5
• Molecular Formula: C13H23NO3
• Molecular Weight: 241.33
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10699348
• Wikidata: Q72510657
• Mol file: 203662-51-5.mol

Synonyms:DTXSID10699348;tert-Butyl 4-hydroxy-4-(prop-1-en-2-yl)piperidine-1-carboxylate

Chemical Property of tert-Butyl 4-hydroxy-4-(prop-1-en-2-yl)piperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 318.135 °C at 760 mmHg
• Flash Point: 146.203 °C
• PSA: 49.77000
• Density: 1.053 g/cm³
• LogP: 2.26240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.16779360
• Heavy Atom Count: 17
• Complexity: 309

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl4-Allyl-4-hydroxypiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)C1(CCN(CC1)C(=O)OC(C)(C)C)O

Technology Process of tert-Butyl 4-hydroxy-4-(prop-1-en-2-yl)piperidine-1-carboxylate

There total 7 articles about tert-Butyl 4-hydroxy-4-(prop-1-en-2-yl)piperidine-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%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + allyl bromide (106-95-6) → 1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine (203662-51-5)

Guidance literature:

With ammonium acetate; zinc; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.201903353

Reference yield: 86.0%

1,2-propanediene (463-49-0) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine (203662-51-5)

Guidance literature:

N-tert-butyloxycarbonylpiperidin-4-one; With copper diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

1,2-propanediene; With (dimethoxy)methylsilane; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.8b13907

Reference yield: 80.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + allylmagnesium bromide (1730-25-2) → 1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine (203662-51-5)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 23 ℃; for 18h;

DOI:10.1016/j.tetlet.2011.09.100

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

allylmagnesium bromide

sodium dihydrogenphosphate

allyl bromide

Downstream raw materials:

tert-butyl 3-hydroxy-1-oxa-8-azaspiro[ 4.5]decane-8-carboxylate

tert-butyl 3-oxo-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate

tert-butyl 1-oxa-9-azaspiro[5.5]undec-3-ene-9-carboxylate

tert-butyl 3-hydroxy-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate

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