(S)-1-Boc-3-fluoropyrrolidine

Base Information

• Chemical Name: (S)-1-Boc-3-fluoropyrrolidine
• CAS No.: 479253-00-4
• Molecular Formula: C9H16FNO2
• Molecular Weight: 189.23
• Hs Code.: 2933990090
• European Community (EC) Number: 687-341-4
• DSSTox Substance ID: DTXSID00594010
• Mol file: 479253-00-4.mol

Synonyms:(S)-1-Boc-3-fluoropyrrolidine;479253-00-4;(S)-N-BOC-3-FLUOROPYRROLIDINE;tert-Butyl (3S)-3-fluoropyrrolidine-1-carboxylate;(S)-tert-butyl 3-fluoropyrrolidine-1-carboxylate;N-trans-BOC-(3S)-Fluoropyrrolidine;MFCD04114064;1-Pyrrolidinecarboxylic acid, 3-fluoro-, 1,1-dimethylethyl ester, (3S)-;SCHEMBL3792583;DTXSID00594010;SUECTKVSIDXQQE-ZETCQYMHSA-N;(3S)-N-BOC-3-Fluoropyrrolidine;AKOS005762877;AKOS006344774;(S)-1-Boc-3-fluoropyrrolidine, 95%;AM100868;AS-31220;CS-0154773;A26398;J-502364;(3S)-3-fluoropyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-1-Boc-3-fluoropyrrolidine

Chemical Property:

• Refractive Index: 1.455
• Boiling Point: 230.4 °C at 760 mmHg
• PKA: -3.60±0.40(Predicted)
• Flash Point: 93.2 °C
• PSA: 29.54000
• Density: 1.08g/cm³
• LogP: 1.90320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 189.11650692
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-(3S)-Fluoropyrrolidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 25-36-50
• Safety Statements: 26-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)F
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC[C@@H](C1)F

Technology Process of (S)-1-Boc-3-fluoropyrrolidine

There total 5 articles about (S)-1-Boc-3-fluoropyrrolidine 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: 79.35%

(R)-1-N-tert-butoxycarbonyl-3-trifluoromethanesulfonyloxypyrrolidine → tert-butyl (S)-3-fluoropyrrolidine-1-carboxylate (479253-00-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Inert atmosphere; Reflux;

Reference yield: 75.0%

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (101469-92-5,83220-73-9) → tert-butyl (S)-3-fluoropyrrolidine-1-carboxylate (479253-00-4)

Guidance literature:

With diethylamino-sulfur trifluoride; In 1,1-dichloroethane; at -40 - 20 ℃; for 2.25h;

Reference yield: 26.0%

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (109431-87-0,83220-73-9) → tert-butyl (S)-3-fluoropyrrolidine-1-carboxylate (479253-00-4)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 1.25h;

upstream raw materials:

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid

Downstream raw materials:

(3R)-3-fluoropyrrolidine

(3S)-3-fluoropyrrolidine 4-methylbenzenesulfonate

(S)-3-fluoropyrrolidine hydrochloride

Refernces

• 1、 -. "IMIDAZO[1,2-B]PYRIDAZINES AS TRK INHIBITORS". . . Retrieved 2020/03/16.
• 2、 -. "PYRAZOLE DERIVATIVE". Page/Page column 44. . Retrieved 2010/11/27.