(-)-Dibenzoyl-L-tartaric acid monohydrate

(-)-Dibenzoyl-L-tartaric acid monohydrate Basic information
Product Name:(-)-Dibenzoyl-L-tartaric acid monohydrate
Synonyms:L-(-)DIBENZOYL-L-TARTARIC ACID 1-HYDRATE;(2S,3S)-2,3-bis(benzoyloxy)succinic acid hydrate;O,O'-Dibenzoyl-d-Tartaric acid Anhydrous;(-)-O,O''-DIBENZOYL-L-WEINSUREMONOHYDRAT;DIBENZOYL-L-TARARIC ACID MOTOHYDRATE;(-)-Dibenzoyl-L-tartaric acid Monohydrate, 98% 100GR;(2R,3R)-(-)-DI-O-BENZOYL-TARTARIC ACID M;Dibenzoyl-L-tartaric acid Monohydrat
CAS:62708-56-9
MF:C18H16O9
MW:376.31
EINECS:613-072-9
Product Categories:chiral;Pharmaceutical Intermediates;FINE Chemical & INTERMEDIATES;Widely used in chiral especially racemic amine compounds;Carboxylic Acids (Chiral);Chiral Building Blocks;for Resolution of Bases;Optical Resolution;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Hydroxy Acids & Deriv.;Chiral Compound;Carboxylic AcidsAsymmetric Synthesis;Chiral Building Blocks;Chiral Resolution Reagents;Chiral Resolving Reagents;Organic Building Blocks
Mol File:62708-56-9.mol
(-)-Dibenzoyl-L-tartaric acid monohydrate Structure
(-)-Dibenzoyl-L-tartaric acid monohydrate Chemical Properties
Melting point 88-89 °C(lit.)
alpha -115 º (c=5, ethanol)
refractive index -108.5 ° (C=1, EtOH)
storage temp. Store below +30°C.
form Powder
color White
optical activity[α]20/D 110±3°, c = 5% in ethanol
Water Solubility SOLUBLE
BRN 4065263
InChIInChI=1/C18H14O8.H2O/c19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12;/h1-10,13-14H,(H,19,20)(H,21,22);1H2/t13-,14-;/s3
InChIKeyDXDIHODZARUBLA-DTPOWOMPSA-N
SMILES[C@@H](C(=O)O)(OC(=O)C1C=CC=CC=1)[C@H](C(=O)O)OC(=O)C1C=CC=CC=1.O |&1:0,13,r|
CAS DataBase Reference62708-56-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26-36-37/39
WGK Germany 3
RTECS WW8070000
3
TSCA Yes
HS Code 29181990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
(-)-Dibenzoyl-L-tartaric acid monohydrate Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Uses(-)-Dibenzoyl-L-tartaric acid is used as an intermediate in pharmaceutical and agro chemical industries. It is used as chiral auxiliary in organic synthesis and as a resolution agent in the synthesis of rameleton.
General Description(-)-O,O′-Dibenzoyl-L-tartaric acid monohydrate may be used as a chiral resolving agent for the resolution of racemic bioactive compounds such as (±)-3-(3-hydroxyphenyl)-N-(1-propyl)-piperidine and (±)-2-(5,6-dimethoxy-1,2,3,4-tetrahydro-1-naphthyl)-imidazoline to isolate the corresponding (-)-enantiomeric forms.
Purification MethodsCrystallise the acid from water (18g from 400 mL boiling H2O) and stir vigorously while cooling in order to obtain crystals; otherwise an oil will separate which solidifies on cooling. Dry it in a vacuum desiccator over KOH/H2SO4 (yield 16.4g) as monohydrate, m 88-89o. It crystallises from xylene as the anhydrous acid, m 173o (150-153o). It does not crystallise from *C6H6, toluene, *C6H6/pet ether (oil), or CHCl3/pet ether. [Butler & Cretcher J Am Chem Soc 55 2605 1933, Acs et al. Tetrahedron 41 2465 1985, R(+) Beilstein 9 IV 557, S(-) Beilstein 9 III 870.]
(-)-Dibenzoyl-L-tartaric acid monohydrate Preparation Products And Raw materials
Di-p-anisoyl-L-tartaric acid O,O'-Dibenzoyl-I-Tartaric acid Monohydrate,O,O'-Dibenzoyl-I-Tartaric acid Monohydrate Dibenzoyl-L-tartaric acid Di-p-toluoyl-D-tartaric acid monohydrate (+)-Dibenzoyl-D-tartaric acid monohydrate 2,3-Di-O-para-toluoyl-D-tartaric acid (-)-Di-p-toluoyl-L-tartaric acid R-VENLAFAXINE-DI-P-TOLUOYL-L-TARTRATE SALT AURORA KA-6846 DIBENZOYL-D-TARTARIC ACID MONOHYDRATE, [C6H5CO2CH(CO2H)-]2·H2O MP [ɑ]24D=+101.7-+112.70 (C=9,ETOH) WHITE CRYSTALLINE POWDER AURORA KA-6850 DI-P-TOLUOYL-D-TARTARIC ACID MONOHYDRATE Dibenzoyltartaric acid (-)-Dibenzoyl-L-tartaric acid monohydrate AURORA KA-6848 S-VENLAFAXINE-DI-P-TOLUOYL-L-TARTRATE SALT L-(+)-DTTA·H20

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