Tert-butyl 3-vinylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-vinylpyrrolidine-1-carboxylate
• CAS No.: 753015-96-2
• Molecular Formula: C11H19 N O2
• Molecular Weight: 197.277
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70693362
• Mol file: 753015-96-2.mol

Synonyms:753015-96-2;TERT-BUTYL 3-VINYLPYRROLIDINE-1-CARBOXYLATE;1-Boc-3-Vinylpyrrolidine;TERT-BUTYL 3-ETHENYLPYRROLIDINE-1-CARBOXYLATE;TERT-BUTYL3-VINYLPYRROLIDINE-1-CARBOXYLATE;(S)-1-Boc-3-vinylpyrrolidine;MFCD29058635;SCHEMBL344797;DTXSID70693362;AIWBHQLFAKSRML-UHFFFAOYSA-N;MFCD16620514;AKOS015900750;SB11620;SB45032;SB46163;DS-13233;SY270817;CS-0079700;FT-0718539;EN300-3509750;A865707;J-504361;3-vinylpyrrolidine-1-carboxylic acid tert-butyl ester;3-Vinyl-pyrrolidine-1-carboxylic acid tert-butyl ester;racemic 3-vinylpyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of Tert-butyl 3-vinylpyrrolidine-1-carboxylate

Chemical Property:

• Boiling Point: 248.4±29.0 °C(Predicted)
• PKA: -1.75±0.40(Predicted)
• PSA: 29.54000
• Density: 1.050±0.06 g/cm3(Predicted)
• LogP: 2.36730
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 197.141578849
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-vinylpyrrolidine-1-carboxylate 97% ^*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(C1)C=C

Technology Process of Tert-butyl 3-vinylpyrrolidine-1-carboxylate

There total 2 articles about Tert-butyl 3-vinylpyrrolidine-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: 89.4%

Methyltriphenylphosphonium bromide (1779-49-3) + tert-butyl 3-formylpyrrolidine-1-carboxylate (59379-02-1,191348-04-6) → tert-butyl 3-ethenylpyrrolidine-1-carboxylate (753015-96-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; diethyl ether; for 2h; Reflux;

tert-butyl 3-formylpyrrolidine-1-carboxylate; In tetrahydrofuran; diethyl ether; at 0 ℃;

Reference yield:

tert-butyl 3-formylpyrrolidine-1-carboxylate (59379-02-1,191348-04-6) → tert-butyl 3-ethenylpyrrolidine-1-carboxylate (753015-96-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

tert-butyl 3-formylpyrrolidine-1-carboxylate; In tetrahydrofuran; hexane; at 22 ℃; for 2.5h;

Reference yield: 78.0%

tert-butyl 3-ethenylpyrrolidine-1-carboxylate (753015-96-2) + p-tolyl triflate (29540-83-8) → tert-butyl 3-(1-(p-tolyl)ethyl)pyrrolidine-1-carboxylate

Guidance literature:

With (μ-Cl)₂Ni₂(1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)₂; sodium isopropylate; In toluene; at 40 ℃; for 8h; regioselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.1c03228

upstream raw materials:

tert-butyl 3-formylpyrrolidine-1-carboxylate

Methyltriphenylphosphonium bromide

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