1-Boc-4-(4-bromobutyl)piperidine

Base Information

• Chemical Name: 1-Boc-4-(4-bromobutyl)piperidine
• CAS No.: 142355-81-5
• Molecular Formula: C14H26BrNO2
• Molecular Weight: 320.27
• Hs Code.: 2933399090
• European Community (EC) Number: 675-733-8
• DSSTox Substance ID: DTXSID30438711
• Nikkaji Number: J1.754.018A
• Wikidata: Q82254526
• Mol file: 142355-81-5.mol

Synonyms:142355-81-5;1-Boc-4-(4-bromobutyl)piperidine;1-boc-4-(4-bromo-butyl)-piperidine;Tert-butyl 4-(4-bromobutyl)piperidine-1-carboxylate;4-(4-bromo-butyl)-piperidine-1-carboxylic acid tert-butyl ester;C14H26BrNO2;SCHEMBL949101;DTXSID30438711;VRSNDRCACPSZIP-UHFFFAOYSA-N;MFCD07369864;AKOS015920346;AB32344;AS-36663;CS-0007698;FT-0647375;1,1,1,3,3,3-HEXAFLUOROISOPROPYLBENZOATE;1,1-dimethylethyl 4-(4-bromobutyl)-1-piperidinecarboxylate;4-(4-Bromobutyl)-1-piperidinecarboxylic acid tert-butyl ester

Chemical Property of 1-Boc-4-(4-bromobutyl)piperidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 364.947 °C at 760 mmHg
• Flash Point: 174.514 °C
• PSA: 29.54000
• Density: 1.193 g/cm³
• LogP: 4.13660
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 319.11469
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

1-Boc-4-(4-Bromobutyl)piperidine 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(CC1)CCCCBr

Technology Process of 1-Boc-4-(4-bromobutyl)piperidine

There total 17 articles about 1-Boc-4-(4-bromobutyl)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: 85.0%

4-(1-tert-butoxycarbonylpiperidin-4-yl)-butan-1-ol (142355-83-7) → tert-butyl 4-(4-bromobutyl)piperidine-1-carboxylate (142355-81-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; acetonitrile; for 24h;

DOI:10.1021/jm00042a007

Reference yield:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → tert-butyl 4-(4-bromobutyl)piperidine-1-carboxylate (142355-81-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 90 percent / H₂; AcOH / 10percent Pd/C / 20 °C / 2585.81 Torr

2.1: 92 percent / 1N NaOH / dioxane

3.1: 95 percent / (COCl)2; DMSO / CH₂Cl₂ / -78 °C

4.1: 40 percent / tetrahydrofuran

5.1: BH₃*THF

5.2: 90 percent / H₂O₂; NaOH

6.1: 80 percent / CBr₄; PPh₃ / CH₂Cl₂

With sodium hydroxide; borane-THF; oxalyl dichloride; carbon tetrabromide; hydrogen; acetic acid; dimethyl sulfoxide; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 3.1: Swern oxidation / 4.1: Wittig reaction;

DOI:10.1021/ol010282n

Reference yield:

pyridine-4-acetic acid (28356-58-3) → tert-butyl 4-(4-bromobutyl)piperidine-1-carboxylate (142355-81-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 87 percent / H₂ / PtO₂ / H₂O; acetic acid / 72 h / 2844.3 Torr

2: Et₃N / H₂O; dioxane / 96 h

3: 99 percent / BH₃ / tetrahydrofuran / 1 h

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) CH₂Cl₂, from -78 deg C to RT, 1.5 h

5: CH₂Cl₂ / Ambient temperature

6: 90 percent / H₂ / 10percent Pd/C / ethyl acetate

7: 97 percent / NaOH / methanol

8: 98 percent / BH₃ / tetrahydrofuran / 1 h

9: 85 percent / Ph₃P, CBr₄ / tetrahydrofuran; acetonitrile / 24 h

With sodium hydroxide; oxalyl dichloride; carbon tetrabromide; borane; hydrogen; dimethyl sulfoxide; triethylamine; triphenylphosphine; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; ethyl acetate; acetonitrile;

DOI:10.1021/jm00042a007

upstream raw materials:

4-(1-tert-butoxycarbonylpiperidin-4-yl)-butan-1-ol

3-(piperidin-4-yl)propan-1-ol

4-(3-Hydroxypropyl)pyridine

N-Boc-piperidin-4-yl-propanol

Downstream raw materials:

4-{4-[4-((S)-2-Benzyloxycarbonylamino-2-carboxy-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester

Methyl 3-[4-(4-N-t-Butyloxycarbonylpiperidin-4-yl)butyloxyphenyl]propanoate

ethyl 2-(S)-methyl-2-amino>-3-<4-<<piperidin-4-yl>butyl>oxy>phenyl>propionic acid ester

4-{4-[4-((S)-2-Amino-2-carboxy-ethyl)-phenoxy]-butyl}-piperidine-1-carboxylic acid tert-butyl ester