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1510-21-0

Basic Information
CAS No.: 1510-21-0
Name: Cholesteryl hemisuccinate
Article Data: 52
Molecular Structure:
Molecular Structure of 1510-21-0 (Cholesteryl hemisuccinate)
Formula: C31H50O4
Molecular Weight: 486.736
Synonyms: Cholest-5-en-3-ol(3b)-, hydrogen butanedioate (9CI);Cholesterol, hydrogen succinate (7CI,8CI);3-(3-Cholesteryloxycarbonyl)propionicacid;3-Cholesteryloxycarbonylpropanoic acid;3-[(Cholest-5-en-3b-yl)oxycarbonyl]propionic acid;Mono(cholesteryl) succinate;Succinicacid monocholesteryl ester;
EINECS: 216-148-6
Density: 1.069 g/cm3
Melting Point: 178 °C
Boiling Point: 585.973 °C at 760 mmHg
Flash Point: 179.603 °C
Appearance: white powder
PSA: 63.60000
LogP: 7.80440
Synthetic route
108-30-5

succinic acid anhydride

57-88-5

cholesterol

1510-21-0

cholesteryl hemisuccinate

Conditions
ConditionsYield
With pyridine; dmap; dimethyl sulfoxide In chloroform at 110℃; for 3h;97%
With pyridine; dmap at 20℃; for 168h;96%
Stage #1: succinic acid anhydride; cholesterol; dmap In 1,4-dioxane at 20℃; for 24h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
95%
92803-49-1

5-cholesten-3β-yl 2-(trimethylsilyl)ethyl butanedioate

1510-21-0

cholesteryl hemisuccinate

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 27℃; for 2h;95%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃;81%
57-88-5

cholesterol

543-20-4

succinoyl dichloride

1510-21-0

cholesteryl hemisuccinate

Conditions
ConditionsYield
Stage #1: cholesterol; succinoyl dichloride In acetonitrile at 50℃; for 12h;
Stage #2: With hydrogenchloride In water; acetonitrile
92%
108-30-5

succinic acid anhydride

57-88-5

cholesterol

1510-21-0

cholesteryl hemisuccinate

Conditions
ConditionsYield
With toluene-4-sulfonic acid; benzene
With pyridine; toluene-4-sulfonic acid
57-88-5

cholesterol

543-20-4

succinoyl dichloride

A

1510-21-0

cholesteryl hemisuccinate

B

1510-20-9

cholesteryl 3-succinate

Conditions
ConditionsYield
With benzene
57-88-5

cholesterol

1510-21-0

cholesteryl hemisuccinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / DCC, 4-dimethylaminopyridine / benzene / 5 h / 27 °C
2: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 27 °C
View Scheme
1510-21-0

cholesteryl hemisuccinate

87311-35-1

cholesteryloxycarbonylpropionyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene at 90℃; for 2h;100%
With oxalyl dichloride In dichloromethane at 20℃; for 12h;98%
With thionyl chloride In toluene at 80℃; for 1h;
1510-21-0

cholesteryl hemisuccinate

96-53-7

2-mercaptothiazoline

C34H53NO3S2

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;100%
3731-51-9

(2-aminomethylpyridine)

1510-21-0

cholesteryl hemisuccinate

(3β)-cholest-5-en-3-yl 4-oxo-4-[(pyridin-2-ylmethyl)amino]butanoate

Conditions
ConditionsYield
With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 20℃; for 75h; Reagent/catalyst; Solvent;96%
108-30-5

succinic acid anhydride

57-88-5

cholesterol

1510-21-0

cholesteryl hemisuccinate

Conditions
ConditionsYield
With pyridine; dmap; dimethyl sulfoxide In chloroform at 110℃; for 3h;97%
With pyridine; dmap at 20℃; for 168h;96%
Stage #1: succinic acid anhydride; cholesterol; dmap In 1,4-dioxane at 20℃; for 24h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
95%
Downstream Products
2387-23-7
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Specification

The Cholesteryl hemisuccinate, with the CAS registry number 1510-21-0, is also known as Cholest-5-en-3beta-yl hydrogen succinate. It belongs to the product categories of Cholesteryl Compounds (Liquid Crystals); Functional Materials; Liquid Crystals & Related Compounds. Its EINECS registry number is 216-148-6. This chemical's molecular formula is C31H50O4 and molecular weight is 486.73. Its IUPAC name is called 4-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-oxobutanoic acid. This chemical is white powder.

Physical properties about Cholesteryl hemisuccinate are: (1)ACD/LogP: 10.32; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.19; (4)ACD/LogD (pH 7.4): 7.39; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 48165.85; (7)ACD/KOC (pH 5.5): 721507.88; (8)ACD/KOC (pH 7.4): 11509.87; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.528; (13)Molar Refractivity: 140.47 cm3; (14)Molar Volume: 455.5 cm3; (15)Surface Tension: 42.6 dyne/cm; (16)Density: 1.06 g/cm3; (17)Melting Point: 178 °C; (18)Flash Point: 179.6 °C; (19)Enthalpy of Vaporization: 95.62 kJ/mol; (20)Boiling Point: 586 °C at 760 mmHg; (21)Vapour Pressure: 2.99E-15 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCC(=O)O[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)C)C)[C@@]3(C)CC4
(2)InChI: InChI=1/C31H50O4/c1-20(2)7-6-8-21(3)25-11-12-26-24-10-9-22-19-23(35-29(34)14-13-28(32)33)15-17-30(22,4)27(24)16-18-31(25,26)5/h9,20-21,23-27H,6-8,10-19H2,1-5H3,(H,32,33)/t21-,23+,24+,25-,26+,27+,30+,31-/m1/s1
(3)InChIKey: WLNARFZDISHUGS-MIXBDBMTBW