2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Base Information

• Chemical Name: 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]
• CAS No.: 1395322-88-9
• Molecular Formula: C₁₅H₁₉FN₂O₂
• Molecular Weight: 278.326
• Mol file: 1395322-88-9.mol

Synonyms:2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Chemical Property of 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

There total 6 articles about 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] 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: 95.0%

2-(2-fluoro-4-nitrophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] (1395322-87-8) → 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] (1395322-88-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 6h;

DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield:

2-(2-fluoro-4-nitrophenyl)-5-oxohexahydrocyclopenta[c]pyrrole (1395322-86-7) → 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] (1395322-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / water; benzene / 3 h / Reflux; Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

With palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; In water; ethyl acetate; benzene;

DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield:

2-(2-fluoro-4-nitrophenyl)-octahydro-5-hydroxycyclopenta[c]pyrrole (1395322-85-6) → 2-(4-amino-2-fluorophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] (1395322-88-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: toluene-4-sulfonic acid / water; benzene / 3 h / Reflux; Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

With oxalyl dichloride; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; In dichloromethane; water; ethyl acetate; benzene;

DOI:10.1111/j.1747-0285.2012.01404.x

upstream raw materials:

2-(2-fluoro-4-nitrophenyl)-5-oxohexahydrocyclopenta[c]pyrrole

2-(2-fluoro-4-nitrophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

t-butyl 5-hydroxy-3,3a,4,5,6,6a-hexahydro-1H-cyclopenteno[c]pyrrole-2-carboxylate

octahydro-5-hydroxycyclopenta[c]pyrrole hydrochloride

Downstream raw materials:

(5R)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one

2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

(5R)-5-(azidomethyl)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-oxazolidin-2-one

N-(((5S)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide