108321-43-3

Basic information

• Product Name: N,N'-DIBENZYL-D-TARTRAMIDE
• Synonyms: N,N'-DIBENZYL (2S,3S)-2,3-DIHYDROXYSUCCINAMIDE;N,N'-DIBENZYL-D-TARTRAMIDE;(-)-D-TARTARIC ACID DIBENZYL AMIDE;(-)-N,N'-dibenzyl-D-tartaric diamide;(?-N,N-Dibenzyl-D-tartaric diamide;N,N'-dibenzyltartramide;(2S,3S)-N,N'-Dibenzyl-2,3-dihydroxybutanediamide
• CAS NO: 108321-43-3
• Molecular Formula: C₁₈H₂₀N₂O₄
• Molecular Weight: 328.36
• Mol File: 108321-43-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 198-200 °C(lit.)
• Boiling Point: 706.2°Cat760mmHg
• Flash Point: 380.9°C
• Appearance: /
• Density: 1.279g/cm³
• PKA: 11.28±0.20(Predicted)
• CAS DataBase Reference: N,N'-DIBENZYL-D-TARTRAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DIBENZYL-D-TARTRAMIDE(108321-43-3)
• EPA Substance Registry System: N,N'-DIBENZYL-D-TARTRAMIDE(108321-43-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 108321-43-3(Hazardous Substances Data)

Upstream product

• 608-36-6 meso-2,3-dibromosuccinic acid 
• 7732-18-5 water 
• 100-46-9 benzylamine 
• 526-78-3 2,3-dibromosuccinic acid 
• 147-71-7 D-tartaric acid 
• 100-39-0 benzyl bromide 
• 13811-71-7 diethyl (2S,3S)-tartrate 
• 432555-93-6 Acetic acid (1S,2S)-2-acetoxy-1,2-bis-benzylcarbamoyl-ethyl ester 
• 608-69-5 dimethyl D/L-tartrate 
• 67-66-3 chloroform 
• 133-37-9 DL-tartaric acid 
• 87-69-4 tartaric acid 
• 313266-11-4 N¹,N⁴-dibenzyl-2,3-dihydroxysuccinamide 
• 88393-56-0 N,N'-dibenzyltartramide 

Downstream Products

• 88393-56-0 (2R,3R)-N¹,N⁴-dibenzyl-2,3-dihydroxysuccinamide 
• 119007-49-7 ((1S,2R)-1-Bromo-2-hydroxy-propyl)-phosphonic acid mono-((1S,2S)-1,2-bis-benzylcarbamoyl-2-hydroxy-ethyl) ester 
• 118894-47-6 ((1R,2S)-1-Bromo-2-hydroxy-propyl)-phosphonic acid mono-((1S,2S)-1,2-bis-benzylcarbamoyl-2-hydroxy-ethyl) ester 
• 118919-65-6 ((Z)-Propenyl)-phosphonic acid mono-((1S,2S)-1,2-bis-benzylcarbamoyl-2-hydroxy-ethyl) ester 
• 855423-39-1 2-allyl-N,N'-dibenzyl-1,3,2-dioxaborolane-4,5-dicarbamide 
• 118894-39-6 (4S,5S)-2-Oxo-2-((Z)-propenyl)-2λ⁵-[1,3,2]dioxaphospholane-4,5-dicarboxylic acid bis-benzylamide 

Relevant articles and documents

PRODUCTION METHOD FOR HYDROXY-CARBOXYLIC ACID AMIDE COMPOUND, AND NOVEL ARYLBORONIC ACID COMPOUND

A method for production of hydroxycarboxylic acid amide compounds, comprising performing amide condensation between an α- or β-hydroxycarboxylic acid compound and an amine compound in the presence as a catalyst of an alkylboronic acid represented by R3B(OH)2 (wherein R3 is a primary alkyl group) or an arylboronic acid compound to produce a hydroxycarboxylic acid amide compound, the arylboronic acid compound being represented by Formula (1): (in Formula (1), -(CH2)nNR1R2 is bonded at an ortho position or a para position, n is 1 or 2, R1 is a tertiary alkyl group, R2 is a secondary or tertiary alkyl group, and -NR1R2 may be a ring).

Development of new HPLC chiral stationary phases based on native and derivatized cyclofructans

An unusual class of chiral selectors, cyclofructans, is introduced for the first time as bonded chiral stationary phases. Compared to native cyclofructans (CFs), which have rather limited capabilities as chiral selectors, aliphatic-and aromatic-functionalized CF6s possess unique and very different enantiomeric selectivities. Indeed, they are shown to separate a very broad range of racemic compounds. In particular, aliphatic-derivatized CF6s with a low substitution degree baseline separate all tested chiral primary amines. It appears that partial derivatization on the CF6 molecule disrupts the molecular internal hydrogen bonding, thereby making the core of the molecule more accessible. In contrast, highly aromaticfunctionalized CF6 stationary phases lose most of the enantioselective capabilities toward primary amines, however they gain broad selectivity for most other types of analytes. This class of stationary phases also demonstrates high "loadability" and therefore has great potential for preparative separations. The variations in enantiomeric selectivity often can be correlated with distinct structural features of the selector. The separations occur predominantly in the presence of organic solvents.

Synthesis and anti-HIV activity of new C2 symmetric derivatives designed as HIV-1 protease inhibitors

The synthesis of several new anti-HIV-1 compounds is described. The new compounds contain a C2 symmetry axis and a dihidroxyethylene moiety based on the D-tartaric acid back bone. The synthesis of these compounds was achieved in 36-69% overall