(4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

Base Information

• Chemical Name: (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol
• CAS No.: 754235-83-1
• Molecular Formula: C₁₉H₁₇FN₂O
• Molecular Weight: 308.355
• Mol file: 754235-83-1.mol

Synonyms:(4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

Chemical Property of (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

There total 3 articles about (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(3R,3aS)-3-ethynyl-3-hydroxy-3a-methyl-6-oxo-2,3,3a,4,5,6-hexahydro-1H-indene-5-carbaldehyde (1021539-25-2) + 4-fluorophenyhydrazine hydrochloride (823-85-8) → (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol (754235-83-1)

Guidance literature:

With sodium acetate; In acetic acid; at 20 ℃; for 1h;

Reference yield: 70.0%

(1S,7aS)-1-hydroxy-7a-methyl-1-[(trimethylsilyl)ethynyl]-1,2,3,6,7,7a-hexahydro-5H-inden-5-one (1021539-23-0) + 4-fluorophenyhydrazine hydrochloride (823-85-8) + formic acid ethyl ester (109-94-4) → (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol (754235-83-1)

Guidance literature:

(1S,7aS)-1-hydroxy-7a-methyl-1-[(trimethylsilyl)ethynyl]-1,2,3,6,7,7a-hexahydro-5H-inden-5-one; formic acid ethyl ester; With lithium tert-butoxide; In tetrahydrofuran; at 5 - 10 ℃; for 3h;

With acetic acid; In tetrahydrofuran; at 25 ℃; for 0.166667h;

4-fluorophenyhydrazine hydrochloride; With sodium hydroxide; more than 3 stages;

Reference yield:

C22H25FN2OSi → (4aS,5R)-5-ethynyl-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol (754235-83-1)

Guidance literature:

With methanol; sodium hydroxide; water; In tetrahydrofuran; methanol; tert-butyl methyl ether; at 35 - 50 ℃; for 1 - 2h; pH=13; Product distribution / selectivity;

upstream raw materials:

(1S,7aS)-1-hydroxy-7a-methyl-1-[(trimethylsilyl)ethynyl]-1,2,3,6,7,7a-hexahydro-5H-inden-5-one

4-fluorophenyhydrazine hydrochloride

formic acid ethyl ester

(3R,3aS)-3-ethynyl-3-hydroxy-3a-methyl-6-oxo-2,3,3a,4,5,6-hexahydro-1H-indene-5-carbaldehyde

Downstream raw materials:

(4aS,5R)-5-((2-aminophenyl)ethynyl)-1-(4-fluorophenyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

1-(2-(((4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethynyl)phenyl)ethanone

(4aS,5R)-1-(4-fluorophenyl)-5-((2-hydroxyinophenyl)ethynyl)-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-ol

methyl (2-(((4aS,5R)-1-(4-fluorophenyl)-5-hydroxy-4a-methyl-1,4,4a,5,6,7-hexahydrocyclopenta[f]indazol-5-yl)ethynyl)phenyl)acetate