1-Benzyl 2-tert-butyl pyrazolidine-1,2-dicarboxylate

Base Information

• Chemical Name: 1-Benzyl 2-tert-butyl pyrazolidine-1,2-dicarboxylate
• CAS No.: 57699-89-5
• Molecular Formula: C16H22N2O4
• Molecular Weight: 306.362
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10457061
• Nikkaji Number: J2.305.744A
• Wikidata: Q82279751
• Mol file: 57699-89-5.mol

Synonyms:57699-89-5;1-Benzyl 2-tert-butyl pyrazolidine-1,2-dicarboxylate;2-O-benzyl 1-O-tert-butyl pyrazolidine-1,2-dicarboxylate;Pyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester;1,2-Pyrazolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-(phenylmethyl) ester;1-Benzyl2-tert-butylpyrazolidine-1,2-dicarboxylate;SCHEMBL420503;DTXSID10457061;UVPBTBMYZNTBRY-UHFFFAOYSA-N;MFCD11500912;CS-0331735;FT-0706914;F18081;benzyl tert-butyl pyrazolidine-1,2-dicarboxylate;A849565;1-Benzyl 2-(tert-butyl) pyrazolidine-1,2-dicarboxylate;Pyrazolidine-1,2-dicarboxylic acid 1-benzyl 2-tert-butyl ester;Pyrazolidine-1,2-dicarboxylic acid1-benzyl ester 2-tert-butyl ester

Chemical Property of 1-Benzyl 2-tert-butyl pyrazolidine-1,2-dicarboxylate

Chemical Property:

• PSA: 59.08000
• LogP: 3.05680
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 306.15795719
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

98%Min ^*data from raw suppliers

1-Benzyl2-tert-butylpyrazolidine-1,2-dicarboxylate 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)N1CCCN1C(=O)OCC2=CC=CC=C2

Technology Process of 1-Benzyl 2-tert-butyl pyrazolidine-1,2-dicarboxylate

There total 7 articles about 1-Benzyl 2-tert-butyl pyrazolidine-1,2-dicarboxylate 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: 96.0%

1-tert-butoxycarbonyl-2-carbobenzyloxyhydrazine (57699-88-4) + 1,3-dibromo-propane (109-64-8) → pyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester (57699-89-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2007.07.083

Reference yield: 82.0%

→ pyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester (57699-89-5)

Guidance literature:

Reference yield:

t-butoxycarbonylhydrazine (870-46-2) → pyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester (57699-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / NaH / dimethylformamide

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2007.06.082

upstream raw materials:

1-tert-butoxycarbonyl-2-carbobenzyloxyhydrazine

1,3-dibromo-propane

t-butoxycarbonylhydrazine

benzyl chloroformate

Downstream raw materials:

1-(benzyloxycarbonyl)-pyrazolidine

benzyl pyrazolidine-1-carboxylate hydrochloride

benzyl 2-(4-((((1H-imidazol-2-yl)methyl)(pyridin-2-ylmethyl)amino)methyl)benzoyl)pyrazolidine-1-carboxylate

benzyl 2-(4-((N-(pyridin-2-ylmethyl)phenylsulfonamido)-methyl)benzoyl)pyrazolidine-1-carboxylate

Refernces

• 1、 Reddy, Damodara N.,Singh, Sukrit,Ho, Chris M.W.,Patel, Janki,Schlesinger, Paul,Rodgers, Stephen,Doctor, Allan,Marshall, Garland R.. "Design, synthesis, and biological evaluation of stable β6.3-Helices: Discovery of non-hemolytic antibacterial peptides". supporting information. p. 193 - 210. Retrieved 2018/03/06.
• 2、 Vertesaljai, Peter,Lebedyeva, Iryna O.,Oliferenko, Alexander A.,Qi, Xin,Fu, Junjie,Ostrov, David A.,Asiri, Abdullah M.,Dennis Hall,Katritzky, Alan. "Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker". . p. 6653 - 6655. Retrieved 2016/01/28.