Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Epibrassinolide
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Epibrassinolide

 EINECS 639-387-1
CAS No. 78821-43-9 Density 1.142 g/cm3
PSA 107.22000 LogP 3.39000
Solubility N/A Melting Point 256 °C
Formula C28H48O6 Boiling Point 633.716 °C at 760 mmHg
Molecular Weight 480.686 Flash Point 202.262 °C
Transport Information N/A Appearance white crystalline powder
Safety 22-36/37/39-45 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 78821-43-9 (Epibrassinolide) Hazard Symbols N/A
Synonyms

Epin;B-Homo-7-oxaergostan-6-one,2,3,22,23-tetrahydroxy-, (2a,3a,5a,22R,23R)-;24(R)-Epibrassinolide;24-Epibrassinolide;24-epi-Brassinolide;22R,23R,24R-2a,3a,22,23-Tetrahydroxy-B-homo-7-oxa-5a-ergostan-6-one;B 1105;BP 55;

Article Data 16

Epibrassinolide Synthetic route

72050-71-6

24-epicastasterone

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
With trifluoroacetyl peroxide In dichloromethane; water at 0℃; for 3h;83%
With trifluoroacetyl peroxide In chloroform for 2h; Ambient temperature;80%
With dihydrogen peroxide; trifluoroacetic anhydride In chloroform at 0 - 20℃; for 2h;80%
108942-14-9

(22R,23R,24R)-2α,3α,22,23-tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one tetraacetate

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
With potassium hydroxide for 1h; Heating;73%
124696-45-3

(22E,24R)-B-Homo-7-oxa-5α-ergost-2,22-dien-6-one

A

78821-42-8

(22S,23S)-24-epibrassinolide

B

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide; osmium(VIII) oxide In tetrahydrofuran; water; tert-butyl alcohol for 48h; Ambient temperature; Yield given. Yields of byproduct given;
1244967-00-7

(22R,23R,24R)-2α,3α,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one 22,23-methylboronate

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylamine-N-oxide / diethylene glycol dimethyl ether / 0.75 h / Reflux
2: Dowex-50W×8, 200–400 mesh, NH4+ form resin
View Scheme
1493793-17-1

(22R,23R,24R)-2α,3α,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one 22,23-boronate

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
With Dowex-50W×8, 200-400 mesh, NH4+ form resin
57-87-4

Ergosterol

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: methanesulfonyl chloride; pyridine / 20 °C
2.1: ammonia; lithium / tetrahydrofuran / 0.08 h / -78 - 65 °C / Inert atmosphere
2.2: 0.17 h / -78 - 60 °C / Inert atmosphere
2.3: Inert atmosphere
3.1: pyridine hydrochloride; lithium bromide / N,N-dimethyl acetamide / 6 h / 165 °C / Inert atmosphere
4.1: potassium carbonate; osmium(VIII) oxide; potassium hexacyanoferrate(III); 10,11-dihydroquinidine p-chlorobenzoate; methanesulfonamide / water; tert-butyl alcohol
5.1: trifluoroacetyl peroxide
View Scheme
Multi-step reaction with 7 steps
1: sodium carbonate / toluene / 2 h / 10 °C
2: potassium hydrogencarbonate / water; acetone / 3 h / Reflux
3: manganese(IV) oxide / water; methanol / 10 h / 40 °C
4: N,N,N,N,N,N-hexamethylphosphoric triamide; calcium / -5 - 0 °C
5: pyridine hydrochloride; lithium bromide / N,N-dimethyl acetamide / 3 h / 160 °C / Inert atmosphere
6: potassium hexacyanoferrate(III); potassium carbonate; methanesulfonamide; osmium(VIII) oxide; AD-mix-β / water; tert-butyl alcohol / 144 h / 20 °C
7: trifluoroacetic anhydride; dihydrogen peroxide / chloroform / 2 h / 0 - 20 °C
View Scheme
3037-46-5

(22E)-3α,5-cyclo-5α-ergosta-7,22-dien-6β-one

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ammonia; lithium / tetrahydrofuran / 0.08 h / -78 - 65 °C / Inert atmosphere
1.2: 0.17 h / -78 - 60 °C / Inert atmosphere
1.3: Inert atmosphere
2.1: pyridine hydrochloride; lithium bromide / N,N-dimethyl acetamide / 6 h / 165 °C / Inert atmosphere
3.1: potassium carbonate; osmium(VIII) oxide; potassium hexacyanoferrate(III); 10,11-dihydroquinidine p-chlorobenzoate; methanesulfonamide / water; tert-butyl alcohol
4.1: trifluoroacetyl peroxide
View Scheme
3152-46-3

(22E)-3α,5-cyclo-5α-ergosta-22-en-6-one

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine hydrochloride; lithium bromide / N,N-dimethyl acetamide / 6 h / 165 °C / Inert atmosphere
2: potassium carbonate; osmium(VIII) oxide; potassium hexacyanoferrate(III); 10,11-dihydroquinidine p-chlorobenzoate; methanesulfonamide / water; tert-butyl alcohol
3: trifluoroacetyl peroxide
View Scheme
72050-68-1

24R-methyl-5α-cholesta-2,22-dien-6-one

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; osmium(VIII) oxide; potassium hexacyanoferrate(III); 10,11-dihydroquinidine p-chlorobenzoate; methanesulfonamide / water; tert-butyl alcohol
2: trifluoroacetyl peroxide
View Scheme

(22E,24R)-3α-5-cyclo-5α-ergosta-22-en-6-one

78821-43-9

24-epibrassinolide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine hydrochloride; lithium bromide / N,N-dimethyl acetamide / 3 h / 160 °C / Inert atmosphere
2: potassium hexacyanoferrate(III); potassium carbonate; methanesulfonamide; osmium(VIII) oxide; AD-mix-β / water; tert-butyl alcohol / 144 h / 20 °C
3: trifluoroacetic anhydride; dihydrogen peroxide / chloroform / 2 h / 0 - 20 °C
View Scheme

Epibrassinolide Specification

The Epibrassinolide, with the CAS registry number 78821-43-9, is also known as 22R,23R,24R-2a,3a,22,23-Tetrahydroxy-B-homo-7-oxa-5a-ergostan-6-one. It belongs to the product categories of Steroids; Bio-Pesticide; Steroids & Hormones - 13C & 2H; Plant Growth Regulator; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C28H48O6 and molecular weight is 480.68. What's more, its systematic name is (3aS,5S,6R,7aR,7bS,9aS,10R,12aS,12bS)-10-[(2S,3R,4R,5R)-3,4-Dihydroxy-5,6-dimethyl-2-heptanyl]-5,6-dihydroxy-7a,9a-dimethylhexadecahydro-3H-benzo[c]indeno[5,4-e]oxepin-3-one.

Physical properties of Epibrassinolide are: (1)ACD/LogP: 3.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.12; (4)ACD/LogD (pH 7.4): 3.12; (5)ACD/BCF (pH 5.5): 138.43; (6)ACD/BCF (pH 7.4): 138.43; (7)ACD/KOC (pH 5.5): 1186.60; (8)ACD/KOC (pH 7.4): 1186.60; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 107.22 Å2; (13)Index of Refraction: 1.536; (14)Molar Refractivity: 131.257 cm3; (15)Molar Volume: 421.056 cm3; (16)Polarizability: 52.035×10-24cm3; (17)Surface Tension: 45.8 dyne/cm; (18)Density: 1.142 g/cm3; (19)Flash Point: 202.262 °C; (20)Enthalpy of Vaporization: 107.343 kJ/mol; (21)Boiling Point: 633.716 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparationof Epibrassinolide: this chemical can be prepared by (2R,3S,5a,22R,23R,24S)-6,6-Ethylenedioxy-2,3-isopropylidenedioxyergostane-22,23-diol at the ambient temperature. This reaction will need reagent CF3CO3H and solvent CHCl3 with the reaction time of 3 hours. The yield is about 53%.

Epibrassinolide can be prepared by (2R,3S,5a,22R,23R,24S)-6,6-Ethylenedioxy-2,3-isopropylidenedioxyergostane-22,23-diol at the ambient temperature

Uses of Epibrassinolide: it can be used to produce C34H56O6. It will need reagent p-TsOH and solvent CH2Cl2. The yield is about 82%.

Epibrassinolide can be used to produce C34H56O6

You can still convert the following datas into molecular structure:
(1)SMILES: O=C3OC[C@H]2[C@@H]1CC[C@@H]([C@@]1(C)CC[C@@H]2[C@@]4(C)C[C@@H](O)[C@@H](O)C[C@H]34)[C@H](C)[C@@H](O)[C@H](O)[C@H](C)C(C)C
(2)Std. InChI: InChI=1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16+,17+,18-,19+,20+,21-,22+,23-,24-,25-,27-,28-/m1/s1
(3)Std. InChIKey: IXVMHGVQKLDRKH-QHBHMFGVSA-N

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 78821-43-9