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62708-56-9

Basic Information
CAS No.: 62708-56-9
Name: (-)-Dibenzoyl-L-tartaricacidmonohydrate
Molecular Structure:
Molecular Structure of 62708-56-9 ((-)-Dibenzoyl-L-tartaricacidmonohydrate)
Formula: C18H14O8.H2O
Molecular Weight: 376.32
Synonyms: Butanedioic acid, 2,3-bis(benzoyloxy)-, hydrate (1:1), (2R,3R)-;Butanedioic acid, 2,3-bis(benzoyloxy)-, monohydrate, [R-(R*,R*)]- (9CI);O,O'-Dibenzoyl-(2R,3R)-tartaric acid monohydrate;
EINECS: 220-374-0
Density: N/A
Melting Point: 88-89 °C(lit.)
Boiling Point: 669.9 °C at 760 mmHg
Flash Point: 358.9 °C
Solubility: soluble in water
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36
Safety: 26-36-37/39
Transport Information: N/A
PSA: 136.43000
LogP: 1.54250
Synthetic route
62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

(+/-)-2,8-dichloro-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine

1478259-27-6

(-)-R,R-2,8-dichloro-6,12-dihydro-5,11-methanodibenzo-[b,f ][1,5]diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 55 - 60℃; for 120h; Resolution of racemate;91%
951760-12-6

(+/-)-2-iodo-6H,12H,5,11-methanodibenzo[b,f][1,5]diazocine

62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

1478192-90-3

(-)-R,R-2-iodo-6,12-dihydro-5,11-methanodibenzo[b,f ][1,5]-diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 55 - 60℃; for 120h; Resolution of racemate;90%
62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

390357-42-3, 1042268-76-7, 1042269-05-5

2,8-dibromo-6H,12H-5,11-methanodibenzo[b,f][1,5]-diazocine

1478192-74-3

(-)-R,R-2,8-dibromo-6,12-dihydro-5,11-methanodibenzo-[b,f ][1,5]diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 55 - 60℃; for 120h; Resolution of racemate;89%
847-23-4

2,8-dimethoxy-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine

62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

1202533-76-3

(-)-R,R-2,8-dimethoxy-6,12-dihydro-5,11-methanodibenzo-[b,f ][1,5]diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 55 - 60℃; for 120h; Resolution of racemate;88%
64-17-5

ethanol

15889-93-7

(+/-)-crispine A

62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

(-)-crispine A*(-)-dibenzoyl-L-tartaric acid*ethanol

Conditions
ConditionsYield
Reflux; optical yield given as %de;81%
62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

390357-41-2, 1042269-07-7, 1042268-78-9

(5S,11S)-2,8-diiodo-6,12-dihydro-5,11-methanodibenzo[b,f][1,5]diazocine

1478192-79-8

(-)-R,R-2,8-diiodo-6,12-dihydro-5,11-methanodibenzo[b,f ]-[1,5]diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 45 - 50℃; for 120h; Resolution of racemate;76%
62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

(+/-)-2-bromo-6H,12H,5,11-methanodibenzo[b,f][1,5]diazocine

1478192-97-0

(-)-R,R-2-bromo-6,12-dihydro-5,11-methanodibenzo[b,f ]-[1,5]diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 55 - 60℃; for 120h; Resolution of racemate;69%
529-81-7

Troeger's base

62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

900804-66-2, 900804-67-3

(-)-R,R-2,8-dimethyl-6,12-dihydro-5,11-methanodibenzo-[b,f ][1,5]diazocine*(-)-O,O′-dibenzoyl-L-tartaric acid

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 45 - 50℃; for 120h; Resolution of racemate;66%

FeC10H9CH(C6H5)NH2

62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

A

(C5H5)Fe(C5H4CH(C6H5)NH2)*(CHOCOC6H5)2(COOH)2

B

(C5H5)Fe(C5H4CH(C6H5)NH2)*(CHOCOC6H5)2(COOH)2

Conditions
ConditionsYield
In ethanol hot soln. of acid was added to a hot soln. of amine; R salt was obtained by pptn. on cooling and successive extraction with hot ethanol, S salt was obtained after evapn. of mother liquor;A 37.5%
B 29.1%
62708-56-9

(-)-O,O′-dibenzoyl-L-tartaric acid monohydrate

water

water

O-benzoyl-Lg-tartaric acid

O-benzoyl-Lg-tartaric acid

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Specification

The O,O'-(2R,3R)-Dibenzoyltartaric acid monohydrate, with the CAS registry number 62708-56-9, is also known as Butanedioic acid, 2,3-bis(benzoyloxy)-, hydrate (1:1), (2R,3R)-. It belongs to the product categories of Pharmaceutical Intermediates; Fine Chemical & Intermediates; Chiral; Carboxylic Acids (Chiral); Chiral Building Blocks; Optical Resolution; Synthetic Organic Chemistry; Hydroxy Acids & Deriv.; Chiral Compound; Carboxylic Acids Asymmetric Synthesis; Chiral Building Blocks; Chiral Resolution Reagents; Chiral Resolving Reagents; Organic Building Blocks. This chemical's molecular formula is C18H14O8.H2O and molecular weight is 376.31. What's more, its systematic name is (2R,3R)-2,3-Bis(benzoyloxy)succinic acid hydrate (1:1). This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.

Physical properties of O,O'-(2R,3R)-Dibenzoyltartaric acid monohydrate are: (1)ACD/LogP: 4.44; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1.00; (4)ACD/BCF (pH 7.4): 1.00; (5)ACD/KOC (pH 5.5): 1.00; (6)ACD/KOC (pH 7.4): 1.00; (7)#H bond acceptors: 9; (8)#H bond donors: 4; (9)#Freely Rotating Bonds: 9; (10)Polar Surface Area: 136.43 Å2; (11)Flash Point: 358.9 °C; (12)Enthalpy of Vaporization: 103.41 kJ/mol; (13)Boiling Point: 669.9 °C at 760 mmHg; (14)Vapour Pressure: 7.4E-19 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@H]([C@@H](OC(=O)c1ccccc1)C(O)=O)C(O)=O)c2ccccc2.O
(2)Std. InChI: InChI=1S/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-;/m1./s1
(3)Std. InChIKey: DXDIHODZARUBLA-DTPOWOMPSA-N