ChemicalBook > CAS DataBase List > 3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one

3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one

Product Name: 3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one
CAS No.: 82543-16-6
Chemical Name: 3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one
Synonyms: D8/Q5;3β,5-dihydroxy-6β,7β;3b,5-Dihydroxy-6b,7b;3β,5-dihydroxy-6β,7β;3β,5β-Dihydroxy-6β,7β;Drospirenone Impurity 5;Drospirenone Impurity N2;Drospirosterone impurity 15;Drospirenone intermediate Q5;3beta,5beta-dihydroxy-6beta,7beta
CBNumber: CB21176016
Molecular Formula: C21H30O3
Formula Weight: 330.46
MOL File: 82543-16-6.mol

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3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one Property

Melting point:: 205-207°C
Boiling point:: 478.3±45.0 °C(Predicted)
Density: 1.286±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 14.59±0.70(Predicted)
color: White to Off-White
InChIKey: GWUFXQIQXPASJU-VJWUOOCFSA-N
SMILES: C1C[C@]2(C)[C@@]3([H])CC[C@@]4(C)[C@@]([H])([C@@H]5C[C@@H]5C4=O)[C@]3([H])[C@H]3C[C@H]3[C@]2(O)C[C@H]1O

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific

Product number: J51802
Product name: 3beta,5-Dihydroxy-6beta,7beta;15beta,16beta-dimethylene-5beta-androstan-17-one
Packaging: 1g
Price: $58
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD22369
Product name: 6b,7b,15b,16b-Dimethylene-3b,5b-dihydroxyandrostan-17-one
Packaging: 1g
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD22369
Product name: 6b,7b,15b,16b-Dimethylene-3b,5b-dihydroxyandrostan-17-one
Packaging: 2g
Price: $95
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD22369
Product name: 6b,7b,15b,16b-Dimethylene-3b,5b-dihydroxyandrostan-17-one
Packaging: 5G
Price: $145
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD22369
Product name: 6b,7b,15b,16b-Dimethylene-3b,5b-dihydroxyandrostan-17-one
Packaging: 10g
Price: $226
Updated: 2021/12/16

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3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

Intermediate of Drospirenone.

Synthesis

82543-15-5

74-95-3

82543-16-6

Zinc powder (135.00 g, 2.065 mol) and copper (I) bromide (5.00 g, 0.035 mol) were suspended in 1,2-dimethoxyethane (1820 mL) under nitrogen protection. The mixture was heated to 75 °C and stirred for 20 min. Next, acetic acid (4.5 mL, 0.078 mol) and isopropanol (9.5 mL, 0.124 mol) were added to the system and stirred at 72 °C. A solution of dibromomethane (334 g, 1.921 mol) in 1,2-dimethoxyethane (114 mL) was added slowly dropwise, with the rate of acceleration of the drop being controlled to maintain the reaction temperature at about 75 °C. The reaction mixture was stirred for 1 hour until TLC analysis showed complete conversion of the feedstock. After addition of ethyl acetate (2500 mL), the system was cooled to 0-5 °C. A 5% aqueous acetic acid solution (2500mL) was added slowly and stirring was continued for 30 minutes. The solid was collected by filtration and the liquid phase was separated. The aqueous layer was extracted twice each with ethyl acetate (1250 mL, 500 mL) and the combined organic phases were washed twice with distilled water (2 x 2500 mL) and separated. The organic solvent was removed under reduced pressure at 45 °C and the residue was dissolved in diisopropyl ether (560 mL), stirred, filtered and washed twice with diisopropyl ether. The resulting (2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)-2.9b-dihydroxy-4a,6a-dimethyloctadecyl-7H-cyclopropa[4,5]cyclo-penta[1,2-a]cyclopropa[l]phenanthracenecarbenecarbenone 7-ketone was dried in vacuo at 45 °C to give the product 74.50 g (0.225 mol, 71% yield). The product was structurally confirmed by 1H-NMR and 13C-NMR, and HPLC-MS (ESI) analysis showed [M + Na]+ = 353 and [2M + Na]+ = 683.

References

[1] Patent: EP2019114, 2009, A1. Location in patent: Page/Page column 11
[2] Patent: US2005/192450, 2005, A1. Location in patent: Page/Page column 6-7
[3] Patent: EP1571153, 2005, A2. Location in patent: Page/Page column 4; 9; 14

3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one Preparation Products And Raw materials

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Preparation Products

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View Lastest Price from 3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Q5 82543-16-6
Price: US $1.00/g
Min. Order: 1g
Purity: ≥97.0%
Supply Ability: 10kg/month
Release date: 2021-06-21

Moxin Chemicals

Product: Drospirenone Impurity 15 82543-16-6
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 95
Supply Ability: 1000000
Release date: 2025-02-14

Hebei Yanxi Chemical Co., Ltd.

Product: 15β,16β-dimethylene-5β-androst-17-one 82543-16-6
Price: US $40.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10 tons
Release date: 2023-09-19

82543-16-6, 3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-oneRelated Search:

(3b,5b,15a,16a)-15,16-Dihydro-3,5-dihydroxy-3'H-cycloprop[15,16]androsta-6,15-dien-17-one 3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one Cyclopentadecanone cis-2-ethylcyclopropanemethanol

3B,5-DIHYDROXY-6B,7B:15B,16B-DIMETHYLENE-5B-ANDROSTAN-17-ONE

3beta,5beta-dihydroxy-6beta,7beta

(2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)

-2,9b-Dihydroxy-4a,6a-dimethylhexadecahydro-1H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-7(7aH)

[3S-(3a,5a,6b,7b,8a,9b,10a,13a,14b,15b,16b)]-octadecahydro-3,5-dihydroxy-10,13-dimethyl-17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17-one

6b,7b,15b,16b-Dimethylene-3b,5b-dihydroxyandrostan-17-one

3,5-DIHYDROXY-6,7:15,16-DIMETHYLENE-5-ANDROSTAN-17-ONE

[3S-(3a,5a,6,7,8a,9,10a,13a,14,15,16)]-octadecahydro-3,5-dihydroxy-10,13-dimethyl-17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17-one

6,7,15,16-Dimethylene-3,5-dihydroxyandrostan-17-one

6,7,15,16 dimethylen 3,5, dihydroxy androstan 17 dion

7bydroxy-15b,16b-methylene-3b-pivaloyloxy-5 androsten-17-one

15β,16β-dimethylene-5β-androstan-17-one

3β,5-dihydroxy-6β,7β

15β, 16β-methylene-androst-17-one

15β,16β-dimethylene-5β-androst -17-one

15β,16β-diMethylene-5β-androstan-17-one(Q5)

[3S-(3α,5α,6β,7β,8α,9β,10α,13α,14β,15β,16β)]-octadecahydro-3,5-dihydroxy-10,13-diMethyl-17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17-one

3B,5-DIHYDROXY-6B,7B,15B,16B-DIMETHYLENE-5B-ANDROST-17-ONE

(2S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR,9bR)-2,9b-Dihydroxy-4a,6a-diMethylhexadecahydro-1H-cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthren-7(7aH)-one

15beta,16beta-dimethylene-androst-17-one

D8/Q5:15β,16β-dimethylene-5β-androstan-17-one (Drospirenone Intermediate)

Drospirenone intermediate Q5

Drospirenone Impurity 5

17H-Dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17-one, octadecahydro-3,5-dihydroxy-10,13-dimethyl-, (3S,5R,6R,7R,8R,9S,10R,13S,14S,15S,16S)-

6β,7β,15β,16β-Dimethylene-3β,5β-dihydroxyandrostan-17-one

3B,5-DIHYDROXY-6B,7B:15B,16B-DIMETHYLENE-5B-ANDROSTAN-17-ONE CAS 82543-16-6

15b,16b-dimethylene-5b-androstan-17-one

3b,5-Dihydroxy-6b,7b

3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one 82543-16-6

D8/Q5

(1R,2R,4R,5R,7S,10R,11S,14S,16S,18S,19S)-5,7-Dihydroxy-10,14-dimethylhexacyclo[9.8.0.02,4.05,10.014,19.016,18]nonadecan-15-one

5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b-androstan-17-one

3b,5- dihydroxy -6b,7b:15b,16b- dimethyl -5b- androstane -17- one

15β,?16β-?dimethylene-?5β-?androst-?17-?one

15β,16β-dimethylene-5β-androstan- 17-one (Q5)

3b,5-Dihydroxy-6b,7b:15b,16b-dimethylene-5b- androstan-17-one(Drospirenone Int.Q5)

15beta,16beta-dimethylene-5beta-androst-17-one

Drospirenone Impurity N2

Drospirosterone impurity 15

(1R,5R,7S,10R,14S,16S,18S)-5,7-dihydroxy-10,14-dimethylhexacyclo[9.8.0.02,?.0?,1?.01?,1?.01?,1?]nonadecan-15-one

3β,5β-Dihydroxy-6β,7β

3β,5-dihydroxy-6β,7β

82543-16-6

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