benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate

Base Information

• Chemical Name: benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate
• CAS No.: 31970-04-4
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Hs Code.: 29339900
• European Community (EC) Number: 608-686-9
• DSSTox Substance ID: DTXSID60349189
• Nikkaji Number: J282.004H
• Wikidata: Q72516155
• Mol file: 31970-04-4.mol

Synonyms:31970-04-4;benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate;Benzyl 3-pyrroline-1-carboxylate;1-Cbz-2,5-dihydro-1H-pyrrole;N-Cbz-2,5-dihydropyrrole;benzyl 2,5-dihydropyrrole-1-carboxylate;N-CBZ-3-PYRROLINE;N-Carbobenzoxy-3-pyrroline;MFCD01863559;2,5-Dihydropyrrole-1-carboxylic acid benzyl ester;Benzyl 2H-pyrrole-1(5H)-carboxylate;SCHEMBL92054;1-benzyloxycarbonyl-3-pyrroline;AMY6776;Benzyl-3-pyrroline-1-carboxylate;DTXSID60349189;Benzyl-3-pyrrolidine1-carboxylate;1-(Benzyloxycarbonyl)-3-pyrroline;1H-pyrrole-1-carboxylic acid, 2,5-dihydro-, phenylmethyl ester;BCP31023;AKOS015919424;AKOS025243427;CS-W002856;FS-3352;PB18547;Benzyl 3-pyrroline-1-carboxylate, 90%;AC-28114;BP-12381;N-(BENZYLOXYCARBONYL)-3-PYRROLINE;SY021710;3-Pyrroline-1-carboxylic acid benzyl ester;C2872;FT-0655594;Benzyl-2,5-dihydro-1H-pyrrole-1-carboxylate;EN300-115676;A821080;phenylmethyl 2,5-dihydro-1H-pyrrole-1-carboxylate;2,5-Dihydro-pyrrole-1-carboxylic acid benzyl ester;J-018580

Chemical Property of benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 317.84 °C at 760 mmHg
• PKA: -1.51±0.20(Predicted)
• Flash Point: 146.025 °C
• PSA: 29.54000
• Density: 1.186 g/cm³
• LogP: 2.13290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Benzyl 3-pyrroline-1-carboxylate ^*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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C=CCN1C(=O)OCC2=CC=CC=C2
• Uses: Benzyl 3-Pyrroline-1-carboxylate is an heterocyclic building block used in the synthesis of pharmaceutical products including inhibitors. It is used in synthesis of novel series of pyrrolotriazine, acting as a pan-Aurora kinase inhibitors.

Technology Process of benzyl 2,5-dihydro-1H-pyrrole-1-carboxylate

There total 16 articles about benzyl 2,5-dihydro-1H-pyrrole-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: 99.0%

3-Pyrroline (109-96-6,760178-50-5) + benzyl chloroformate (501-53-1,94274-21-2) → 1-carboxybenzyl-3-pyrrolidine (31970-04-4)

Guidance literature:

In dichloromethane; at 0 ℃; for 14h;

Reference yield: 99.0%

benzyl diallylcarbamate (25070-76-2) → 1-carboxybenzyl-3-pyrrolidine (31970-04-4)

Guidance literature:

With PQS-attached Grubbs-Hoveyda-1 metathesis catalyst; In water; at 20 ℃; for 3h; Micellar solution;

DOI:10.1021/ol8027829

Reference yield: 95.0%

3-Pyrroline (109-96-6,760178-50-5) → 1-carboxybenzyl-3-pyrrolidine (31970-04-4)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1021/jm00169a024

upstream raw materials:

3-Pyrroline

benzyl chloroformate

benzyl diallylcarbamate

phenyl chloroformate

Downstream raw materials:

3-benzyl 6-ethyl (1α,5α,6β)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate

3-benzyl 6-ethyl (1α,5α,6α)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate

(3S,4S)-benzyl 3-fluoro-4-vinylpyrrolidine-1-carboxylate

(3R,4S)-benzyl 3-hydroxy-4-vinylpyrrolidine-1-carboxylate

Refernces

• 1、 Han, Seo-Jung,Lee, Gwi Bin,Kwak, Hyun Jung,Pagire, Suvarna H.,Kim, Ji Young,Pagire, Haushabhau S.,Park, Sung Bum,Chae, Chong Hak,Lee, Joo Yun,Kim, Ki Young,Rhee, Sang Dal,Kim, Hee Youn,Shin, Sun Hye,Bae, Myung Ae,Park, Mi-Jin,Kim, Dooseop,Lee, Duck Hyung,Ahn, Jin Hee. "Synthesis and diacylglycerol acyltransferase-1 inhibition of azabicyclo[3.1.0]hexane derivatives". . p. 1586 - 1593. Retrieved 2015/07/15.
• 2、 Connolly, Timothy,Wang, Zhongyu,Walker, Michael A.,McDonald, Ivar M.,Peese, Kevin M.. "Tandem ring-closing metathesis/transfer hydrogenation: Practical chemoselective hydrogenation of alkenes". supporting information. p. 4444 - 4447. Retrieved 2015/01/09.