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Desoxymethyltesterone

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Name

Desoxymethyltesterone

EINECS N/A
CAS No. 3275-64-7 Density 1.02 g/cm3
PSA 20.23000 LogP 4.94620
Solubility N/A Melting Point 144-146 °C
Formula C20H32O Boiling Point 378.783 °C at 760 mmHg
Molecular Weight 288.473 Flash Point 160.866 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 3275-64-7 ((5S,8S,9S,10S,13S,14S,17S)-10,13,17-trimethyl-1,4,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol) Hazard Symbols N/A
Synonyms

5α-Androst-2-en-17b-ol, 17-methyl- (7CI,8CI);17-Methyl-5-α-androst-2-en-17-β-ol;Madol;Ba 2665;17α-Methylandrost-2-en-17β-ol;17α-Methyl-5α-androst-2-en-17β-ol;17α-Methyl-17β-hydroxy-5α-androst-2-ene;17-Methyl-5α-androst-2-en-17b-ol;NSC 63329;

Article Data 13

Desoxymethyltesterone Synthetic route

75-16-1

methylmagnesium bromide

3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;39%
In diethyl ether; benzene
29041-91-6

2α-bromo-17β-hydroxy-5α-androstan-3-one

3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (i) NaBH4, EtOH, (ii) Zn, AcOH, (iii) NaOH, MeOH
2: CrO3, H2SO4 / acetone
3: diethyl ether; benzene
View Scheme
2639-53-4

(5α,17β)-androst-2-en-17-ol

3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3, H2SO4 / acetone
2: diethyl ether; benzene
View Scheme
481-29-8

Epiandrosterone

A

3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

B

62797-46-0, 94901-78-7, 1229-05-6

17β-hydroxy-17α-methyl-5α-androstan-3-ene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane
2: 2,6-dimethylpyridine / Heating
View Scheme
10429-07-9

3β-tosyloxy-5α-androstan-17-one

75-16-1

methylmagnesium bromide

A

3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

B

62797-46-0, 94901-78-7, 1229-05-6

17β-hydroxy-17α-methyl-5α-androstan-3-ene

Conditions
ConditionsYield
Stage #1: 3β-tosyloxy-5α-androstan-17-one With 2,6-dimethylpyridine Heating;
Stage #2: methylmagnesium bromide In tetrahydrofuran
3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

968-54-7

2,3-epoxy-17-methyl-androstan-17-ol

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In chloroform for 5h; Ambient temperature;95%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 3h; Inert atmosphere;91%
3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

641-82-7

17-methyl-5α-androstane-3α,17β-diol

Conditions
ConditionsYield
(i) B2H6, THF, (ii) aq. H2O2, NaOH; Multistep reaction;
(i) B2H6, (ii) aq. H2O2, OH-; Multistep reaction;
3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

98243-02-8

2α,17β-Dihydroxy-17α-methyl-androstan

Conditions
ConditionsYield
(i) B2H6, THF, (ii) aq. H2O2, NaOH; Multistep reaction;
(i) B2H6, (ii) aq. H2O2, OH-; Multistep reaction;
3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

141691-37-4

(2R,3S,5S,8R,9S,10S,13S,14S,17S)-3,17-Dihydroxy-10,13,17-trimethyl-hexadecahydro-cyclopenta[a]phenanthrene-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / m-chloroperoxybenzoic acid / CHCl3 / 5 h / Ambient temperature
2: 98 percent / toluene / 4 h / Ambient temperature
View Scheme
3275-64-7

17β-hydroxy-17α-methyl-5α-androst-2-ene

141691-39-6

C21H33(2)HO4

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / m-chloroperoxybenzoic acid / CHCl3 / 5 h / Ambient temperature
2: 98 percent / toluene / 4 h / Ambient temperature
3: 10.6 percent / D2O, CH3OD, Ba(OH)2 / 48 h / 80 °C
View Scheme

Desoxymethyltesterone Specification

The Desoxymethyltesterone, with the CAS registry number 3275-64-7, is also known as 17-Methyl-5-α-androst-2-en-17-β-ol. It belongs to the product categories of Intermediates & Fine Chemicals; Pharmaceuticals; Steroids. This chemical's molecular formula is C20H32O and molecular weight is 288.47. What's more, its systematic name is (5α,17β)-17-Methylandrost-2-en-17-ol. Its classification codes are: (1)Hormone; (2)Reproductive Effect. This chemical is an anabolic steroid. It was one of the first "designer steroids" to be marketed as a performance-enhancing drug to athletes and bodybuilders.

Physical properties of Desoxymethyltesterone are: (1)ACD/LogP: 6.41; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.41; (4)ACD/LogD (pH 7.4): 6.41; (5)ACD/BCF (pH 5.5): 43845.82; (6)ACD/BCF (pH 7.4): 43845.82; (7)ACD/KOC (pH 5.5): 73160.22; (8)ACD/KOC (pH 7.4): 73160.22; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.532; (14)Molar Refractivity: 87.582 cm3; (15)Molar Volume: 282.838 cm3; (16)Polarizability: 34.72×10-24cm3; (17)Surface Tension: 40.5 dyne/cm; (18)Density: 1.02 g/cm3; (19)Flash Point: 160.866 °C; (20)Enthalpy of Vaporization: 72.498 kJ/mol; (21)Boiling Point: 378.783 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@@]4([C@@]2([C@H]([C@@H]1CC[C@@H]3[C@]([C@H]1CC2)(C)C\C=C/C3)CC4)C)C
(2)Std. InChI: InChI=1S/C20H32O/c1-18-11-5-4-6-14(18)7-8-15-16(18)9-12-19(2)17(15)10-13-20(19,3)21/h4-5,14-17,21H,6-13H2,1-3H3/t14-,15-,16+,17+,18+,19+,20+/m1/s1
(3)Std. InChIKey: FRVHJVATKMIOPQ-PAPWGAKMSA-N  

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