56543-05-6

Basic information

• Product Name: (+)-Diethyl 2,3-O-isopropylidene-D-tartrate
• Synonyms: (+)-Diethyl 2,3-O-isopropylidene-D-tartrate;cis-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic acid diethyl ester;2,3-O-isopropylidene-D-tartrate
• CAS NO: 56543-05-6
• Molecular Formula: C₁₁H₁₈O₆
• Molecular Weight: 246.25702
• Mol File: 56543-05-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 136-140℃ (10 Torr)
• Appearance: /
• CAS DataBase Reference: (+)-Diethyl 2,3-O-isopropylidene-D-tartrate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-Diethyl 2,3-O-isopropylidene-D-tartrate(56543-05-6)
• EPA Substance Registry System: (+)-Diethyl 2,3-O-isopropylidene-D-tartrate(56543-05-6)

Safety Data

• Hazardous Substances Data: 56543-05-6(Hazardous Substances Data)

Usage

General Description

(+)-Diethyl 2,3-O-isopropylidene-D-tartrate is a chemical compound with the molecular formula C12H20O8. It is commonly used as a chiral building block in organic synthesis and is known for its ability to form optically active compounds. (+)-Diethyl 2,3-O-isopropylidene-D-tartrate is often used in the pharmaceutical industry for the synthesis of chiral drugs and as a resolving agent for racemic mixtures. It is also used in the production of chiral ligands for asymmetric catalysis. Additionally, (+)-Diethyl 2,3-O-isopropylidene-D-tartrate has applications in the preparation of chiral auxiliaries for the synthesis of complex natural products. Overall, this compound is valuable for its role in the production of chiral compounds and its applications in various industries.

Upstream product

• 21066-72-8 diethyl tartrate 
• 77-76-9 2,2-dimethoxy-propane 
• 109-63-7 boron trifluoride diethyl etherate 

Downstream Products

• 126639-52-9 (2R,3R)-2,3-O-(2-propylidene)-1,1,4,4-tetraphenyl-1,2,3,4-butanetetrol 
• 502481-96-1 (2S,3R)-4-benzyloxy-2,3-(propane-2,2-dioxy)-1-butanol 
• 81801-08-3 4-O-benzyl-2,3-O-isopropylidene-aldehydo-D-erythrose 
• 241824-81-7 (R)-1-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetradec-2-yn-1-ol 
• 241824-87-3 Benzyl-[1-{(4S,5S)-5-[(Z)-(R)-1-(tert-butyl-dimethyl-silanyloxy)-tetradec-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-meth-(E)-ylidene]-amine 
• 241824-84-0 [(Z)-(R)-1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetradec-2-enyloxy]-tert-butyl-dimethyl-silane 
• 241824-83-9 [(R)-1-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-tetradec-2-ynyloxy]-tert-butyl-dimethyl-silane 
• 241824-97-5 Benzyl-((S)-2-benzyloxy-1-{(4S,5S)-5-[(Z)-(R)-1-(tert-butyl-dimethyl-silanyloxy)-tetradec-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-ethyl)-amine 

Relevant articles and documents

Bilateral asymmetric substituent substituted tartaric acid skeleton compound and application thereof

The invention discloses a bilateral asymmetric substituent substituted tartaric acid skeleton compound, and the structure of the bilateral asymmetric substituent substituted tartaric acid skeleton compound is shown in the specification. According to the synthesis process of the bilateral asymmetric substituent substituted tartaric acid skeleton compound, the synthesis process specifically comprises the following steps: condensing, hydrolyzing unilateral ester groups into carboxyl groups, dehydrating the carboxyl groups to introduce N-methylphenyl groups, substituting iso-lateral ester groups to introduce fatty amine groups, and condensing the fatty amine groups with salicylaldehyde to obtain a target product. Meanwhile, the invention discloses application of the compound in synthesis of chiral drug intermediates. Through the technical scheme disclosed by the invention, high-efficiency synthesis possibility is provided for asymmetric chiral drug molecule synthesis, and the asymmetric chiral drug molecule synthesis difficulty is reduced.

Exploring the Inclusion Properties of New Clathrate Hosts Derived from Tartaric Acid. X-Ray Structural Characterization of the Free Ligands and their Selective Interaction Modes with Alkylamine Guests

A new host 4,5-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane (1) was found to form very selectively crystalline complexes with simple alkylamines.Crystals of the three different stereochemical species of this host, optically resolved (1a), racemic (1b), and meso (1c), as well as of the inclusion complexes formed by (1a) and (1b) with PrnNH2, Prn2NH, and Prn3N have been studied by X-ray diffraction.The clathrate inclusion behaviour of (1) is related to structure, and patterns of molecular recognition between this host and the amine guests are characterized.The three different hosts (1a), (1b), and (1c) contain an intramolecular hydrogen bond and are rather rigid; they dimerize in the solid by hydrogen bonding through their hydroxy groups, forming eight-membered (OH)4 rings.Circular motifs of 2:1 (which involve ten-membered rings of H-bonded -OH and -NH moieties) and 2:2 (involving 12-membered circles) co-ordination between host and guest have also been observed in the inclusion complexes of (1a) with Prn2NH and of (1b) with PrnNH2, respectively.Crystals of the other inclusion complexes between (1a) and the primary and tertiary amines, and between (1b) and the secondary and tertiary amines are characterized by localized 1:1 co-ordintion between the complexing partners.It appears that preferential co-ordination of a given host with an amine guest is associated mainly with the formation of larger clusters of H-bonded molecules.The host-guest binding patterns are discussed in detail, in relation to tnose found in related systems of co-ordinatin-assisted clathrates.