57699-88-4

Basic information

• Product Name: 1-Benzyl 2-(tert-butyl) hydrazine-1,2-dicarboxylate
• Synonyms: 1-Benzyl 2-(tert-butyl) hydrazine-1,2-dicarboxylate;Hydrazine, N-BOC, N'-CBZ protected;1-Boc-2-Cbz-hydrazine;1-benzyl 2-(tert-butyl) 1,2-hydrazinedicarboxylate;1,2-Hydrazinedicarboxylic acid, 1-(1,1-diMethylethyl) 2-(phenylMethyl) ester
• CAS NO: 57699-88-4
• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.3
• Mol File: 57699-88-4.mol
• Article Data: 23

Chemical Properties

• Melting Point: 79-80
• Boiling Point: 378.9 °C at 760 mmHg
• Flash Point: 182.9 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 6.1E-06mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: 2-8°C
• PKA: 8.85±0.43(Predicted)
• CAS DataBase Reference: 1-Benzyl 2-(tert-butyl) hydrazine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl 2-(tert-butyl) hydrazine-1,2-dicarboxylate(57699-88-4)
• EPA Substance Registry System: 1-Benzyl 2-(tert-butyl) hydrazine-1,2-dicarboxylate(57699-88-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 57699-88-4(Hazardous Substances Data)

Usage

Uses

1-Benzyl 2-(tert-Butyl) Hydrazine-1,2-dicarboxylate is a useful intermediate for the preparation of some α-aza-amino-acid derivatives used in peptide synthesis.

InChI:InChI=1/C13H18N2O4/c1-13(2,3)19-12(17)15-14-11(16)18-9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,14,16)(H,15,17)

Upstream product

• 870-46-2 t-butoxycarbonylhydrazine 
• 501-53-1 benzyl chloroformate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-51-6 benzyl alcohol 
• 202980-90-3 C₂₁H₂₇Cl₃N₂O₈ 
• 5331-43-1 N-benzyloxycarbonyl-hydrazine 

Downstream Products

• 503072-28-4 4-methylenepyrazolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester 
• 952150-15-1 C₂₃H₂₉FN₄O₄ 
• 1138148-79-4 C₂₆H₃₈FN₅O₇S 
• 1138148-76-1 C₂₅H₃₇FN₄O₉S 
• 1138148-78-3 C₂₄H₃₆FN₅O₆ 
• 1138148-77-2 C₂₄H₃₄FN₇O₆ 
• 1138148-75-0 C₂₄H₃₅FN₄O₇ 
• 1138148-74-9 C₁₉H₂₇FN₄O₅ 
• 952150-20-8 C₂₉H₃₆FN₅O₇ 
• 952150-18-4 5(R)-(azidomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one 
• 952150-19-5 5(S)-(aminomethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl) phenyl)oxazolidin-2-one 
• 952150-17-3 5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one 
• 952150-16-2 C₂₈H₃₇FN₄O₆ 
• 952150-22-0 C₂₃H₃₂FN₅O₆ 

Relevant articles and documents

Design, synthesis, and biological evaluation of stable β6.3-Helices: Discovery of non-hemolytic antibacterial peptides

Gramicidin A, a topical antibiotic made from alternating L and D amino acids, is characterized by its wide central pore; upon insertion into membranes, it forms channels that disrupts ion gradients. We present helical peptidomimetics with this characteris

Synthesis and application of a novel asymmetric azo reagent: 1-(tert-butyl)-2-(4-chlorobenzyl) azodicarboxylate (tBCAD)

A series of novel asymmetric azo reagents, 1-(tert-butyl)-2-(4-substituted benzyl) azodicarboxylate, were prepared. The synthetic process has the advantage of simpleness, easy operation, mild reaction condition and high yield. The 1-(tert-butyl)-2-(4-chlorobenzyl) azodicarboxylate (tBCAD) was selected for its stability and convenience to handle, and its precursor can be recycled by recrystallization with toluene. The tBCAD and DIAD were applied to a wide variety of Mitsunobu reactions. The experimental results showed that the performance of tBCAD in Mitsunobu reaction was comparable to that of DIAD, while the stability of tBCAD was much better than DIAD. Thus, tBCAD can be a novel, stable, effective azo-reagent for the Mitsunobu reaction.

Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker

In this work the five-step assembly of a peptidomimetic structurally resembling Prolyl-Prolyl-Proline tripeptide is reported. Proline units are mimicked by two pyrazolidine rings connected to trans-1,2-cyclopentanedicarboxylic acid. The Pro-Pro-Pro mimetic resembles a tri-l-proline unit but with increased lipophilicity and structural constraints imposed by the linker.