80474-45-9

Basic information

• Product Name: FLUTICASONE PROPIONATE INTERMEDIATE
• Synonyms: Androsta-1,4-diene-17- carbothioic acid, 6,9-difluoro -11-hydroxy-16-Methyl-3-oxo-17-(1-oxopropoxy)-, (6α,11β, 16α,17α)-;Fn-1;Fluticasone intermediate FN-1(1);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
• CAS NO: 80474-45-9
• Molecular Formula: C₂₄H₃₀F₂O₅S
• Molecular Weight: 468.55
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 80474-45-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: 158-160?C
• Boiling Point: 563.337 °C at 760 mmHg
• Flash Point: 294.496 °C
• Appearance: white solid
• Density: 1.31
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: -20°C Freezer
• PKA: 2.99±0.70(Predicted)
• Water Solubility: 50mg/L at 20℃
• CAS DataBase Reference: FLUTICASONE PROPIONATE INTERMEDIATE(CAS DataBase Reference)
• NIST Chemistry Reference: FLUTICASONE PROPIONATE INTERMEDIATE(80474-45-9)
• EPA Substance Registry System: FLUTICASONE PROPIONATE INTERMEDIATE(80474-45-9)

Safety Data

• Hazardous Substances Data: 80474-45-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

An intermediate in the synthesis of Fluticasone Propionate.

Flammability and Explosibility

Notclassified

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

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) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) + 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid (80473-92-3) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
With diethylamine In acetone for 1h; Yield given;

C24H29F2O5S(1-)*K(1+) (578740-28-0) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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 → 17-propionate carbothioic acid (80474-45-9)

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

C28H33F2NO8 → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) → methyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carboxylate (59860-80-9) + 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) + diethylamine (109-89-7) + 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid (80473-92-3) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
With triethylamine In dichloromethane; ethyl acetate; acetone

propanethioic acid (1892-31-5) + 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid (28416-82-2) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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 → 17-propionate carbothioic acid (80474-45-9)

Conditions	Yield
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) + 17-propionate carbothioic acid (80474-45-9) → 6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-oxoandrosta-1,4-diene-17β-carbothioate (1351451-82-5)

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

Conditions	Yield
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) + 17-propionate carbothioic acid (80474-45-9) → flixotide (80474-14-2)

Conditions	Yield
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) + 17-propionate carbothioic acid (80474-45-9) → flixotide (80474-14-2)

Conditions	Yield
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) + 17-propionate carbothioic acid (80474-45-9) → 6α,9α-difluoro-11β-hydroxy-17α-propionyloxy-16α-methylpregna-3-oxo-1,4-diene-17β-thiocarboxylic acid diisopropylethylamine salt

Conditions	Yield
In isopropyl alcohol at 5 - 25℃; for 3.25h;	82%
In isopropyl alcohol at 5 - 25℃; for 3.25h;	82%

chlorobromomethane (74-97-5) + 17-propionate carbothioic acid (80474-45-9) → S-chloromethyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate (80486-69-7)

Conditions	Yield
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 + 17-propionate carbothioic acid (80474-45-9) → (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	Yield
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) → 17,17'-(trisulfanediyldicarbonyl)bis(6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxoandrosta-17α-yl) dipropanoate (960071-64-1)

Conditions	Yield
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) + 17-propionate carbothioic acid (80474-45-9) → 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	Yield
With potassium carbonate In diethyl ether; water; ethyl acetate; N,N-dimethyl-formamide	27%

2-buten-4-olide (497-23-4) + 17-propionate carbothioic acid (80474-45-9) → 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	Yield
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide	3%

17-propionate carbothioic acid (80474-45-9) + [18F]fluoromethylene toluene-4-sulfonate (113426-16-7) → [18F]fluticasone propionate

Conditions	Yield
In acetonitrile at 110℃; for 0.333333h;
With potassium carbonate In acetonitrile at 110℃; for 0.75h;

17-propionate carbothioic acid (80474-45-9) → flixotide (80474-14-2)

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

Conditions	Yield
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) + 17-propionate carbothioic acid (80474-45-9) → S-hydroxymethyl 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate (709002-83-5)

Conditions	Yield
In dichloromethane; water at 0℃; for 1h;

R32 (593-70-4) + 17-propionate carbothioic acid (80474-45-9) → flixotide (80474-14-2)

Conditions	Yield
base;
With potassium thiosulfate; 2-methylacrylic acid 3-hydroxypropyl ester at 10℃;

morpholine (110-91-8) + N-methylcyclohexylamine (626-67-5) + cyclohexylamine (108-91-8) + diethylamine (109-89-7) + triethylamine (121-44-8) + N-cyclohexyl-cyclohexanamine (101-83-7) + 17-propionate carbothioic acid (80474-45-9) → diethylammonium 6α,9α-difluoro-16α-methyl-3-oxo-11β-hydroxy;-17α-propionyloxyandrosta-1,4-diene-17β-thiocarboxylate + C4H9NO*C24H30F2O5S + C6H13N*C24H30F2O5S + C12H23N*C24H30F2O5S + 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 N-methylpiperidine salt

Conditions	Yield
Combinatorial reaction / High throughput screening (HTS);

...Expand

α-methylene-γ-butyrolactone (547-65-9) + 17-propionate carbothioic acid (80474-45-9) → 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)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide

α-bromo-γ-butyrolactone (5061-21-2) + 17-propionate carbothioic acid (80474-45-9) → 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)

Conditions	Yield
With potassium carbonate In ethyl acetate; N,N-dimethyl-formamide

2-bromo-1-tetralone (1056246-70-8) + 17-propionate carbothioic acid (80474-45-9) → 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	Yield
With potassium carbonate In acetone at 25 - 30℃; for 3h;

Upstream product

• 1892-31-5 propanethioic acid 
• 28416-82-2 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxylic acid 
• 79-03-8 propionyl chloride 
• 109-89-7 diethylamine 
• 80473-92-3 6α,9α-difluoro-11β,17α-dihydroxy-16α-methyl-3-oxo-androsta-1,4-diene-17β-carbothioic acid 
• 105638-31-1 17β-[(N,N-dimethylcarbamoyl)thio]formyl-6α,9α-difluoro-11β-hydroxy-16α-methyl-17α-propionyloxy-3-one androstone-1,4-diene 
• 65429-42-7 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-(propionyloxy)androsta-1,4-diene-17β-carboxylic acid 
• 578740-28-0 C₂₄H₂₉F₂O₅S^(1-)*K⁽¹⁺⁾ 
• 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 
• 2135-17-3 flumetasone 

Downstream Products

• 80474-14-2 flixotide 
• 80486-69-7 S-chloromethyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-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 
• 948566-12-9 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbonylsulfenic acid 
• 948565-98-8 S-(1-Benzoylcyclopentyl) 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate 
• 960071-64-1 17,17'-(trisulfanediyldicarbonyl)bis(6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxoandrosta-17α-yl) dipropanoate 

Relevant articles and documents

Fluticasone propionate synthesis method

The embodiments of the invention provide a fluticasone propionate synthesis method, which comprises: a thioesterification reaction: adding a first intermediate, an first organic alkali, dimethylaminothioformyl chloride, sodium iodide and a first organic solvent into a reaction kettle, carrying out a reaction, adding a polar aprotic solvent and water after the reaction, carrying out cooling crystallizing, filtering, washing, and drying to obtain a second intermediate; an alcoholysis reaction: adding the second intermediate, a first inorganic alkali and a second organic solvent into a reaction kettle, carrying out a reaction, adding water or water and an extracting agent after the reaction, extracting, taking the water phase, adding hydrochloric acid in a dropwise manner, crystallizing, filtering, washing, and drying to obtain a third intermediate; and a substitution esterification reaction: adding the third intermediate, a second inorganic alkali and a third organic solvent into a reaction kettle, adding fluorobromomethane, adding hydrochloric acid in a dropwise manner, crystallizing, filtering, washing, and drying to obtain fluticasone propionate. According to the embodiments of the invention, the low-cost production can be realized, and the reaction yield and the purity are high.

METHODS OF PREPARING INTERMEDIATE OF FLUTICASONE PROPIONATE

A method of preparing a thioic acid intermediate of fluticasone propionate includes: treating a 17β-[(N,N-dimethyl carbamoyl)thio]carbonyl compound in a solution including an alcohol and an alkali metal hydroxide, an alkaline-earth metal hydroxide, or a mixture thereof to cleave an amide from the 17β-[(N,N-dimethyl carbamoyl)thio]carbonyl compound; treating the solution to separate an aqueous portion; and adding an acid to the aqueous portion to obtain the thioic acid intermediate of fluticasone propionate. A method of preparing fluticasone propionate includes preparing the thioic acid intermediate of fluticasone propionate, and alkylating the thioic acid intermediate of fluticasone propionate to prepare the fluticasone propionate.

PROCESS FOR PREPARING FLUTICASONE PROPIONATE/FUROATE

The present invention relates to an improved process for the preparation of substituted Fluticasone derivatives. The invention also reveals the processes for the purification of Fluticasones and related intermediates to provide the highly pure product.