1-Boc-Pyrrolidine

Base Information

• Chemical Name: 1-Boc-Pyrrolidine
• CAS No.: 86953-79-9
• Molecular Formula: C9H17NO2
• Molecular Weight: 171.239
• Hs Code.: 29339900
• European Community (EC) Number: 617-940-8
• DSSTox Substance ID: DTXSID60349184
• Nikkaji Number: J525.539B
• Wikidata: Q72450628
• Mol file: 86953-79-9.mol

Synonyms:N-Boc-pyrrolidine;N-butyloxycarbonyl-pyrrolidine

Chemical Property of 1-Boc-Pyrrolidine

Chemical Property:

• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 221.414 °C at 760 mmHg
• PKA: -1.28±0.20(Predicted)
• Flash Point: 87.709 °C
• PSA: 29.54000
• Density: 1.026 g/cm³
• LogP: 1.95520
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.125928785
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98% ^*data from raw suppliers

N-Boc- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1
• Uses: 1-Boc-pyrrolidine is a boc-protected cyclic amine used as a building block in the preparation of diastereomers by usually undergoing α'-lithiations and electrophilic substitution reactions. N-Boc-pyrrolidine may be used in the synthesis of the following:2-aryl-N-boc-pyrrolidinesscalemic 2-pyrrolidinylcuprates2-alkenyl-N-Boc-pyrrolidines1-deoxycastanosperminemethylphenidate analogues(+)-elaeokanine A

Technology Process of 1-Boc-Pyrrolidine

There total 35 articles about 1-Boc-Pyrrolidine 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%

pyrrolidine (123-75-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl pyrrolidine-1-carboxylate (86953-79-9)

Guidance literature:

With 1-methylimidazolium tetrafluoroborate; at 30 - 35 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2008.02.126

Reference yield: 97.0%

N-(tert-butoxycarbonyl)-3-pyrroline (73286-70-1) → tert-butyl pyrrolidine-1-carboxylate (86953-79-9)

Guidance literature:

With tetrahydroxydiboron; palladium 10% on activated carbon; water; In dichloromethane; at 20 ℃; for 60h; Inert atmosphere;

DOI:10.1021/jacs.6b02132

Reference yield: 93.0%

pyrrolidine (123-75-1) + N-(tert-butyloxycarbonyl) azide (1070-19-5) → tert-butyl pyrrolidine-1-carboxylate (86953-79-9)

Guidance literature:

With triethylamine; In 1,4-dioxane;

upstream raw materials:

3-Pyrroline

di-tert-butyl dicarbonate

pyrrolidine

N,N'-(di-tert-butoxycarbonyl)-3,4,5,6-tetrahydro-1H-2-pyrimidinethione

Downstream raw materials:

tert-butyl 2-methoxypyrrolidine-1-carboxylate

N-tert-butoxycarbonyl-2-trimethylsilylpyrrolidine

(S)-N-tert-butyloxycarbonyl-2-trimethylsilylpyrrolidine

(R)-2-trimethylsilylpyrrolidine-1-carboxylic acid tert-butyl ester