3-Ethyl-5-(4-fluorophenyl)pyrazolidine-4-carboxylate

Base Information

• Chemical Name: 3-Ethyl-5-(4-fluorophenyl)pyrazolidine-4-carboxylate
• CAS No.: 198402-59-4
• Molecular Formula: C8H13BrO2
• Molecular Weight: 237.25000
• DSSTox Substance ID: DTXSID60695456
• Mol file: 198402-59-4.mol

Synonyms:DTXSID60695456;3-ethyl-5-(4-fluorophenyl)pyrazolidine-4-carboxylate

Chemical Property of 3-Ethyl-5-(4-fluorophenyl)pyrazolidine-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.25E-07mmHg at 25°C
• Boiling Point: 423.3oC at 760 mmHg
• Flash Point: 209.8oC
• PSA: 64.19000
• Density: 1.266g/cm3
• LogP: 0.77690
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 237.10393086
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

(S)-4,5-ISOPROPYLIDENE-2-PENTENYLBROMIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C(NN1)C2=CC=C(C=C2)F)C(=O)[O-]

Technology Process of 3-Ethyl-5-(4-fluorophenyl)pyrazolidine-4-carboxylate

There total 4 articles about 3-Ethyl-5-(4-fluorophenyl)pyrazolidine-4-carboxylate 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: 93.0%

(2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol (79060-23-4) → (S,E)-4-(3-bromoprop-1-en-1-yl)-2,2-dimethyl-1,3-dioxolane (198402-59-4)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/c3ob41580e

Reference yield:

1,2:5,6-di-O-isopropylidene-D-mannitol (1707-77-3) → (S,E)-4-(3-bromoprop-1-en-1-yl)-2,2-dimethyl-1,3-dioxolane (198402-59-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium periodate; sodium hydrogencarbonate / methanol; water / 0 - 20 °C

2: potassium carbonate / water / 0 - 20 °C

3: diisobutylaluminium hydride / dichloromethane / -78 °C

4: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 0 - 20 °C

With sodium periodate; N-Bromosuccinimide; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; In methanol; dichloromethane; water; 2: |Wittig-Horner Reaction;

DOI:10.1039/c3ob41580e

Reference yield:

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate (64520-58-7,917877-01-1) → (S,E)-4-(3-bromoprop-1-en-1-yl)-2,2-dimethyl-1,3-dioxolane (198402-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane / -78 °C

2: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 0 - 20 °C

With N-Bromosuccinimide; diisobutylaluminium hydride; triphenylphosphine; In dichloromethane;

DOI:10.1039/c3ob41580e

upstream raw materials:

(2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

1,2:5,6-di-O-isopropylidene-D-mannitol

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

(+)-(4S)-2,2-Dimethyl-4-[(E)-3-phenylsulfonylprop-1-enyl]-1,3-dioxolane

(3S,1′R,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]pyrrolidine-2-thione

(3S,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)allyl]-pyrrolidine-2-thione

(3R,1′S,4″S)-1-benzyl-3-[1-(2,2-dimethyl-1,3-dioxolan-4-yl)-allyl]pyrrolidine-2-thione