Product Name

  • Name

    FLUTICASONE PROPIONATE INTERMEDIATE

  • EINECS
  • CAS No. 80474-45-9
  • Article Data16
  • CAS DataBase
  • Density 1.315 g/cm3
  • Solubility 50mg/L at 20℃
  • Melting Point 158-160 °C
  • Formula C24H30F2O5S
  • Boiling Point 563.337 °C at 760 mmHg
  • Molecular Weight 468.562
  • Flash Point 294.496 °C
  • Transport Information
  • Appearance white solid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 80474-45-9 (FLUTICASONE PROPIONATE INTERMEDIATE)
  • Hazard Symbols
  • Synonyms FLUTICASONE PROPIONATE INTERMEDIATE;6,9-DIFLUORO-11B-HYRDOXY-16-METHYL-3-OXO-17-PROPIONYLOXYANDROSTA-1,4-DIENE-17B-CARBPTHIOCACID;(6alpha,11beta,,16alpha,17alpha)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxo-propoxy)androsta-1,4-diene-17-carbothioic acid;6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-;Androsta-1,4-diene-17-carbothioic acid;oxopropoxy)-, (6α,11β,16α,17α)-;6a,9a-difluoro-l1~-hydroxy-l6a-methyl- 17a-propionyloxy-3-oxoandrosta-l,4-diene-l7~-carbothioic acid;(6a,11b,16a,17a)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-androsta-1,4-diene-17-carbothioic acid
  • PSA 119.47000
  • LogP 3.69960

Synthetic route

17β-[(N,N-dimethylcarbamoyl)thio]formyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-one androstone-1,4-diene
105638-31-1

17β-[(N,N-dimethylcarbamoyl)thio]formyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-one androstone-1,4-diene

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Stage #1: 17β-[(N,N-dimethylcarbamoyl)thio]formyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-one androstone-1,4-diene With methanol; potassium carbonate at 20℃; for 5 - 7h;
Stage #2: With hydrogenchloride In water at 20℃; pH=1.5 - 2.0; Product distribution / selectivity;
96.33%
With calcium hydroxide In methanol at 25 - 30℃; for 24h; Reagent/catalyst;96.3%
With potassium carbonate In methanol at 25℃; for 5h; Inert atmosphere;95%
propionyl chloride
79-03-8

propionyl chloride

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid
80473-92-3

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Stage #1: propionyl chloride; 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid With triethylamine In dichloromethane at -5℃;
Stage #2: With diethylamine In acetone for 1h; regioselective reaction;
91%
With pyridine In acetone at -20 - -15℃; Product distribution / selectivity;88%
With 1-methyl-1H-imidazole In acetone at -20 - -15℃; Product distribution / selectivity;88%
6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carboxylic acid
65429-42-7

6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carboxylic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Stage #1: 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carboxylic acid With 1-methyl-1H-imidazole In ISOPROPYLAMIDE at 50℃;
Stage #2: With sodium hydrogensulfide In ISOPROPYLAMIDE at 35℃; for 0.25h;
Stage #3: With hydrogenchloride In ISOPROPYLAMIDE; water pH=2;
32%
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 20 °C
2: Et2NH / Heating
View Scheme
Multi-step reaction with 2 steps
1: sodium iodide; triethylamine / tetrahydrofuran / 4 h / 70 - 75 °C
2: morpholine / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine; sodium iodide / acetone; water / 6 h / 10 - 30 °C
1.2: 1 h / 0 °C
2.1: potassium carbonate / methanol / 5 h / 25 °C / Inert atmosphere
View Scheme
Propionic acid (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propionylsulfanylcarbonyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester
577965-09-4

Propionic acid (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propionylsulfanylcarbonyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
With diethylamine In acetone for 1h; Yield given;
C24H29F2O5S(1-)*K(1+)
578740-28-0

C24H29F2O5S(1-)*K(1+)

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
With hydrogenchloride; water In methanol at 20℃; pH=1 - 2;
6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid
80473-92-3

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 0.75 h
2: Et2NH / acetone / 1 h
View Scheme
6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid
28416-82-2

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dimethylformamide / 4 h / Ambient temperature
2: H2S / dimethylformamide
3: Et3N / CH2Cl2 / 0.75 h
4: Et2NH / acetone / 1 h
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / acetone / 3 h / 0 - 5 °C
1.2: 2.5 h / 40 - 45 °C
2.1: sodium iodide; triethylamine / tetrahydrofuran / 4 h / 70 - 75 °C
3.1: morpholine / 3 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / acetone / 4 h / 10 - 25 °C
1.2: 10 - 25 °C
1.3: 0 °C / pH 1 - 1.5
2.1: triethylamine; sodium iodide / acetone; water / 6 h / 10 - 30 °C
2.2: 1 h / 0 °C
3.1: potassium carbonate / methanol / 5 h / 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / acetone / 1 h / 0 - 10 °C
1.2: 2 h
2.1: sodium iodide; triethylamine / tetrahydrofuran / 16 h / 20 °C
3.1: calcium hydroxide / methanol / 24 h / 25 - 30 °C
View Scheme
(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-Difluoro-11,17-dihydroxy-17-(imidazole-1-carbonyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-Difluoro-11,17-dihydroxy-17-(imidazole-1-carbonyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2S / dimethylformamide
2: Et3N / CH2Cl2 / 0.75 h
3: Et2NH / acetone / 1 h
View Scheme
C28H33F2NO8

C28H33F2NO8

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
With sodium hydrogensulfide In ISOPROPYLAMIDE at 35℃; for 0.25h;
17β-[(N,N-dimethylcarbamoyl)thio]formyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-one androstone-1,4-diene
105638-31-1

17β-[(N,N-dimethylcarbamoyl)thio]formyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-one androstone-1,4-diene

A

methyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carboxylate
59860-80-9

methyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carboxylate

B

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
With methanol; potassium carbonate at 20℃; for 1 - 5h; Product distribution / selectivity;
With methanol; caesium carbonate at 20℃; for 1 - 5h; Product distribution / selectivity;
propionyl chloride
79-03-8

propionyl chloride

diethylamine
109-89-7

diethylamine

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid
80473-92-3

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
With triethylamine In dichloromethane; ethyl acetate; acetone
propanethioic acid
1892-31-5

propanethioic acid

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid
28416-82-2

6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Stage #1: 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 5℃; for 18h; Inert atmosphere;
Stage #2: propanethioic acid In tetrahydrofuran at 5 - 25℃; for 7h; Product distribution / selectivity; Inert atmosphere;
flumetasone
2135-17-3

flumetasone

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium periodate / water; tetrahydrofuran / 2 h / 25 - 30 °C
2.1: triethylamine / acetone / 3 h / 0 - 5 °C
2.2: 2.5 h / 40 - 45 °C
3.1: sodium iodide; triethylamine / tetrahydrofuran / 4 h / 70 - 75 °C
4.1: morpholine / 3 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: periodic acid / water; tetrahydrofuran / 2 h / 0 - 10 °C
2.1: triethylamine / acetone / 1 h / 0 - 10 °C
2.2: 2 h
3.1: sodium iodide; triethylamine / tetrahydrofuran / 16 h / 20 °C
4.1: calcium hydroxide / methanol / 24 h / 25 - 30 °C
View Scheme
6α,9α-difluoro-11β, 17α-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione

6α,9α-difluoro-11β, 17α-dihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hypobromide / 1,4-dioxane / 5 h / 8 °C
2.1: triethylamine / acetone / 4 h / 10 - 25 °C
2.2: 10 - 25 °C
2.3: 0 °C / pH 1 - 1.5
3.1: triethylamine; sodium iodide / acetone; water / 6 h / 10 - 30 °C
3.2: 1 h / 0 °C
4.1: potassium carbonate / methanol / 5 h / 25 °C / Inert atmosphere
View Scheme
bromoacetic acid
79-08-3

bromoacetic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-oxoandrosta-1,4-diene-17β-carbothioate
1351451-82-5

6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-oxoandrosta-1,4-diene-17β-carbothioate

Conditions
ConditionsYield
Stage #1: bromoacetic acid; 17-propionate carbothioic acid With triethylamine In acetone at 25℃; for 5h;
Stage #2: With hydrogenchloride In water; acetone at 0℃; pH=1 - 1.5;
97.1%
With triethylamine In dichloromethane at 20℃;
17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbonylsulfenic acid
948566-12-9

6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbonylsulfenic acid

Conditions
ConditionsYield
With water; urea In methanol at 10 - 15℃; for 1h;96.22%
With dihydrogen peroxide In methanol at 10 - 20℃; for 1h;96.22%
bromofluoromethane
373-52-4

bromofluoromethane

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

flixotide
80474-14-2

flixotide

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at -10 - 20℃; for 2h;91.7%
With potassium carbonate In acetone at -5 - 0℃; for 2 - 5h; Product distribution / selectivity;84.51%
Stage #1: 17-propionate carbothioic acid With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: bromofluoromethane In acetone at 0 - 5℃;
80%
fluoroiodomethane
373-53-5

fluoroiodomethane

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

flixotide
80474-14-2

flixotide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 6h; chemoselective reaction;82%
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 22 - 25℃; for 0.25h;67.1%
With potassium carbonate; sodium hydrogensulfite In acetone at -10℃;
N-ethyl-N,N-diisopropylamine
7087-68-5

N-ethyl-N,N-diisopropylamine

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methylpregna-3-oxo-1,4-diene-17β-thiocarboxylic acid diisopropylethylamine salt

6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methylpregna-3-oxo-1,4-diene-17β-thiocarboxylic acid diisopropylethylamine salt

Conditions
ConditionsYield
In isopropyl alcohol at 5 - 25℃; for 3.25h;82%
In isopropyl alcohol at 5 - 25℃; for 3.25h;82%
chlorobromomethane
74-97-5

chlorobromomethane

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

S-chloromethyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate
80486-69-7

S-chloromethyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl acetamide for 2h;67%
Stage #1: 17-propionate carbothioic acid With sodium hydrogencarbonate In acetonitrile at 5℃; for 0.5h;
Stage #2: chlorobromomethane In acetonitrile at 5 - 25℃; for 12h;
(10-bromodecyl)phosphonic acid

(10-bromodecyl)phosphonic acid

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

(10-(((6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(propionyl-oxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-17-carbonyl)thio)decyl)phosphonic acid

(10-(((6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(propionyl-oxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-17-carbonyl)thio)decyl)phosphonic acid

Conditions
ConditionsYield
Stage #1: (10-bromodecyl)phosphonic acid; 17-propionate carbothioic acid In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;
63%
Stage #1: (10-bromodecyl)phosphonic acid; 17-propionate carbothioic acid at 25℃; for 0.166667h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine at 25℃; Inert atmosphere;
63%
17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

17,17'-(trisulfanediyldicarbonyl)bis(6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxoandrosta-17α-yl) dipropanoate
960071-64-1

17,17'-(trisulfanediyldicarbonyl)bis(6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxoandrosta-17α-yl) dipropanoate

Conditions
ConditionsYield
With thioacetic acid S-ethoxydisulfanyl ester In tetrachloromethane; dichloromethane for 8h; Reflux;42%
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
80715-22-6

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(5-methyl-2-oxo-1,3-dioxol4-ylmethyl) ester

6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(5-methyl-2-oxo-1,3-dioxol4-ylmethyl) ester

Conditions
ConditionsYield
With potassium carbonate In diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide27%
2-buten-4-olide
497-23-4

2-buten-4-olide

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-Difluoro-11α-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(2-oxo-tetrahydro-furan-4-yl) ester

6α,9α-Difluoro-11α-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(2-oxo-tetrahydro-furan-4-yl) ester

Conditions
ConditionsYield
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide3%
17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

[18F]fluoromethylene toluene-4-sulfonate
113426-16-7

[18F]fluoromethylene toluene-4-sulfonate

[18F]fluticasone propionate

[18F]fluticasone propionate

Conditions
ConditionsYield
In acetonitrile at 110℃; for 0.333333h;
With potassium carbonate In acetonitrile at 110℃; for 0.75h;
17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

flixotide
80474-14-2

flixotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 67 percent / NaHCO3 / N,N-dimethyl-acetamide / 2 h
2: 85 percent / NaI / acetone / Heating
3: 74 percent / AgF / acetonitrile / 4 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: triethylamine / dichloromethane / 3 h / 20 °C
2: triethylamine / dmap / tetrahydrofuran / 20 °C
3: trifluoroacetic acid / 2 h / 20 °C
4: xenon fluoride / dichloromethane / 48 h / -10 °C
5: ammonia; methanol / 0.08 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: triethylamine / dichloromethane / 3 h / 20 °C
2: triethylamine; dmap / tetrahydrofuran / 20 °C
3: trifluoroacetic acid / 2 h / 20 °C
4: xenon difluoride / dichloromethane / 48 h / -10 °C
5: ammonia / methanol / 0.08 h / 0 °C
View Scheme
17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

S-iodomethyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-oxo-androsta-1,4-diene-17β-carbothioate
80474-67-5

S-iodomethyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-oxo-androsta-1,4-diene-17β-carbothioate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 67 percent / NaHCO3 / N,N-dimethyl-acetamide / 2 h
2: 85 percent / NaI / acetone / Heating
View Scheme
formaldehyd
50-00-0

formaldehyd

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

S-hydroxymethyl 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate
709002-83-5

S-hydroxymethyl 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate

Conditions
ConditionsYield
In dichloromethane; water at 0℃; for 1h;
17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

flixotide
80474-14-2

flixotide

Conditions
ConditionsYield
base;
With potassium thiosulfate; 2-methylacrylic acid 3-hydroxypropyl ester at 10℃;
morpholine
110-91-8

morpholine

N-methylcyclohexylamine
626-67-5

N-methylcyclohexylamine

cyclohexylamine
108-91-8

cyclohexylamine

diethylamine
109-89-7

diethylamine

triethylamine
121-44-8

triethylamine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

A

diethylammonium 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy;-17α-propionyloxyandrosta-1,4-diene-17β-thiocarboxylate

diethylammonium 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy;-17α-propionyloxyandrosta-1,4-diene-17β-thiocarboxylate

B

C4H9NO*C24H30F2O5S

C4H9NO*C24H30F2O5S

C

C6H13N*C24H30F2O5S

C6H13N*C24H30F2O5S

D

C12H23N*C24H30F2O5S

C12H23N*C24H30F2O5S

E

6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methyl-pregna-3-oxo-1,4-diene-17β-thiocarboxylic acid triethylamine salt

6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methyl-pregna-3-oxo-1,4-diene-17β-thiocarboxylic acid triethylamine salt

F

6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methyl-pregna-3-oxo-1,4-diene-17β-thiocarboxylic acid N-methylpiperidine salt

6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methyl-pregna-3-oxo-1,4-diene-17β-thiocarboxylic acid N-methylpiperidine salt

Conditions
ConditionsYield
Combinatorial reaction / High throughput screening (HTS);
α-methylene-γ-butyrolactone
547-65-9

α-methylene-γ-butyrolactone

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(2-oxo-tetrahydro-furan-3-ylmethyl) ester
219719-97-8

6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(2-oxo-tetrahydro-furan-3-ylmethyl) ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide
α-bromo-γ-butyrolactone
5061-21-2

α-bromo-γ-butyrolactone

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(2-oxo-tetrahydro-furan-3-yl) ester
629645-25-6

6α,9α-Difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxy-androsta-1,4-diene-17β-carbothioic acid S-(2-oxo-tetrahydro-furan-3-yl) ester

Conditions
ConditionsYield
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide
2-bromo-1-tetralone
1056246-70-8

2-bromo-1-tetralone

17-propionate carbothioic acid
80474-45-9

17-propionate carbothioic acid

S-[1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl] 6α,9α-difluoro-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate

S-[1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl] 6α,9α-difluoro-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate

Conditions
ConditionsYield
With potassium carbonate In acetone at 25 - 30℃; for 3h;

(6a,11b,16a,17a)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-androsta-1,4-diene-17-carbothioic acid Specification

The (6α,11β,16α,17α)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-androsta-1,4-diene-17-carbothioic acid, with the CAS registry number 80474-45-9, is also known as Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-, (6α,11β,16α,17α)-. This chemical's molecular formula is C24H30F2O5S and molecular weight is 468.5538. Its systematic name is called (6α,11β,16α,17α)-6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(propanoyloxy)androsta-1,4-diene-17-carbothioic S-acid.

Physical properties of (6α,11β,16α,17α)-6,9-Difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-androsta-1,4-diene-17-carbothioic acid: (1)ACD/LogP: 2.67; (2)ACD/LogD (pH 7.4): -1; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 3; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 5; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 5; (10)Index of Refraction: 1.566; (11)Molar Refractivity: 116.238 cm3; (12)Molar Volume: 356.34 cm3; (13)Surface Tension: 49.269 dyne/cm; (14)Density: 1.315 g/cm3; (15)Flash Point: 294.496 °C; (16)Enthalpy of Vaporization: 97.273 kJ/mol; (17)Boiling Point: 563.337 °C at 760 mmHg; (18)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(S)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C
(2)InChI: InChI=1/C24H30F2O5S/c1-5-19(29)31-24(20(30)32)12(2)8-14-15-10-17(25)16-9-13(27)6-7-21(16,3)23(15,26)18(28)11-22(14,24)4/h6-7,9,12,14-15,17-18,28H,5,8,10-11H2,1-4H3,(H,30,32)/t12-,14+,15+,17+,18+,21+,22+,23+,24+/m1/s1
(3)InChIKey: QGESYFOFLPJDJW-CQRCZTONBZ

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