Benzyl 3-formylpyrrolidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 3-formylpyrrolidine-1-carboxylate
• CAS No.: 276872-86-7
• Molecular Formula: C13H15 N O3
• Molecular Weight: 233.267
• Hs Code.: 2933990090
• European Community (EC) Number: 675-880-8
• DSSTox Substance ID: DTXSID50404973
• Nikkaji Number: J2.861.037H
• Mol file: 276872-86-7.mol

Synonyms:276872-86-7;Benzyl 3-formylpyrrolidine-1-carboxylate;1-N-Cbz-3-formyl-pyrrolidine;1-Cbz-3-formyl-pyrrolidine;3-Formyl-pyrrolidine-1-carboxylicacidbenzylester;3-Formyl-pyrrolidine-1-carboxylic acid benzyl ester;1-Pyrrolidinecarboxylic acid, 3-formyl-, phenylmethyl ester;1-Cbz-3-Formylpyrrolidine;1-benzyloxycarbonylpyrrolidine-3-carboxaldehyde;MFCD05861538;Benzyl 3-formyl-1-pyrrolidinecarboxylate;1-Cbz-3-pyrrolidinecarbaldehyde;3-formyl-pyrrolidine-1-carboxylic acidbenzyl ester;1-cbz-pyrrolidine-3-carboxaldehyde;Benzyl3-formylpyrrolidine-1-carboxylate;n-cbz-3-formyl pyrrolidine;SCHEMBL103917;DTXSID50404973;GDPSCBPOCONUDM-UHFFFAOYSA-N;BLA87286;AKOS016010213;AB29464;AB29468;AB91765;DS-3891;SY109621;FT-0693086;FT-0771539;FT-0773268;N-Benzyloxycarbonyl Pyrrolidine-3-carbaldehyde;A13285;J-512577;(+/-)-N-(benzyloxycarbonyl)-3-pyrrolidinecarboxaldehyde;benzyl 3-formylpyrrolidine-1-carboxylate

Chemical Property of Benzyl 3-formylpyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.17E-05mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 369.6°Cat760mmHg
• PKA: -2.49±0.40(Predicted)
• Flash Point: 177.4°C
• PSA: 46.61000
• Density: 1.263g/cm³
• LogP: 1.78190
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Sensitive.: Air Sensitive
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Benzyl3-Formylpyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC1C=O)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-formylpyrrolidine-1-carboxylate

There total 5 articles about Benzyl 3-formylpyrrolidine-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: 78.0%

benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (315718-05-9) → benzyl 3-formylpyrrolidine-1-carboxylate (276872-86-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite;

DOI:10.1016/j.bmcl.2007.01.090

Reference yield:

1-benzyl-3-carboethoxypyrrolidine (5747-92-2) → benzyl 3-formylpyrrolidine-1-carboxylate (276872-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / CHCl₃

2: 56 percent / NaBH₄

3: 78 percent / TEMPO; NaOCl

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; In chloroform;

DOI:10.1016/j.bmcl.2007.01.090

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl 3-formylpyrrolidine-1-carboxylate (276872-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / CHCl₃

2: 56 percent / NaBH₄

3: 78 percent / TEMPO; NaOCl

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; In chloroform;

DOI:10.1016/j.bmcl.2007.01.090

upstream raw materials:

benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

N-benzyloxycarbonylpyrrolidine-3-carboxylic acid ethyl ester

1-benzyl-3-carboethoxypyrrolidine

benzyl chloroformate

Downstream raw materials:

benzyl 3-[2-cyanovinyl]pyrrolidine-1-carboxylate

C₂₀H₂₇N₃O₄

C₂₁H₂₉N₃O₄

C₂₁H₂₉N₃O₄

Refernces

• 1、 -. "QUINOLONE ANTIBACTERIAL AGENTS". Page/Page column 110. . Retrieved 2010/02/11.
• 2、 -. "Heterocycyclic piperidines as modulators of chemokine receptor activity". . . Retrieved 2008/06/13.