tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate
• CAS No.: 164149-27-3
• Molecular Formula: C13H24 Br N O2
• Molecular Weight: 306.243
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70593494
• Nikkaji Number: J1.754.019J
• Wikidata: Q72511649
• Mol file: 164149-27-3.mol

Synonyms:164149-27-3;tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate;1-Boc-4-(3-broMopropyl)piperidine;1-Piperidinecarboxylic acid, 4-(3-bromopropyl)-, 1,1-dimethylethyl ester;tert-Butyl 4-(3-bromopropyl)-piperidine-1-carboxylate;MFCD23701754;3-[1-(t-butoxycarbonyl)piperidin-4-yl)propyl bromide;3-[1-(t-butoxycarbonyl)piperidin-4-yl]propyl bromide;C13H24BrNO2;tert-Butyl4-(3-bromopropyl)piperidine-1-carboxylate;SCHEMBL561013;DTXSID70593494;ANKJSMCUWZFYKF-UHFFFAOYSA-N;AKOS016011611;AM100337;AS-50353;DA-43580;SY108321;CS-0187677;EN300-260853;O12127;A855075;t-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate;tert-butyl 4-(3-bromopropyl)-1-piperidinecarboxylate;4-(3-bromo-propyl)-piperidine-1-carboxylic acid tert-butyl ester;4-(3-bromopropyl)-piperidine-1-carboxylic acid tert-butyl ester;1-Piperidinecarboxylicacid,4-(3-bromopropyl)-,1,1-dimethylethyl ester

Chemical Property of tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate

Chemical Property:

• Boiling Point: 349.8±15.0 °C(Predicted)
• PKA: -1.37±0.40(Predicted)
• PSA: 29.54000
• Density: 1?+-.0.06 g/cm3(Predicted)
• LogP: 3.74650
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 305.09904
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 4-(3-bromopropyl)-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(CC1)CCCBr

Technology Process of tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate

There total 4 articles about tert-Butyl 4-(3-bromopropyl)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: 97.0%

→ tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate (164149-27-3)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 90.0%

N-Boc-piperidin-4-yl-propanol (156185-63-6) → tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate (164149-27-3)

Guidance literature:

With pyridine; bromine; triphenylphosphine; In dichloromethane;

DOI:10.1016/S0040-4020(99)00683-3

Reference yield:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → tert-butyl 4-(3-bromopropyl)piperidine-1-carboxylate (164149-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂; AcOH / 10percent Pd/C / 20 °C / 2585.81 Torr

2: 92 percent / 1N NaOH / dioxane

3: 80 percent / CBr₄; PPh₃ / CH₂Cl₂

With sodium hydroxide; carbon tetrabromide; hydrogen; acetic acid; triphenylphosphine; 10percent Pd/C; In 1,4-dioxane; dichloromethane;

DOI:10.1021/ol010282n

upstream raw materials:

N-Boc-piperidin-4-yl-propanol

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

4-(3-Hydroxypropyl)pyridine

Downstream raw materials:

1-(3-(4-(N-BOC-piperidyl))propyl)-2-(4-chlorophenoxymethyl)-4-methylbenzimidazole

1-{3-[N-(tert-butyloxycarbonyl)-3-piperidinyl]propyl}-2-[(4-chlorophenoxy)methyl]-4-({3-[N-(tert-butyloxycarbonyl)-4-piperidinyl]propyl}oxy)benzimidazole

4-{3-[2-(4-Chloro-phenoxymethyl)-benzoimidazol-1-yl]-propyl}-piperidine-1-carboxylic acid tert-butyl ester

4-{3-[benzyloxycarbonyl-(6-ethoxycarbonylmethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-amino]-propyl}-piperidine-1-carboxylic acid tert-butyl ester