N-Trifluoroacetylprolyl chloride

Base Information

• Chemical Name: N-Trifluoroacetylprolyl chloride
• CAS No.: 36724-68-2
• Molecular Formula: C7H7 Cl F3 N O2
• Molecular Weight: 229.586
• European Community (EC) Number: 624-452-9
• DSSTox Substance ID: DTXSID90190186
• Nikkaji Number: J562.231J
• Wikidata: Q76279824
• Mol file: 36724-68-2.mol

Synonyms:N-trifluoroacetyl-L-proline chloride;N-trifluoroacetylprolyl chloride;NTPC

Chemical Property of N-Trifluoroacetylprolyl chloride

Chemical Property:

• Vapor Pressure: 0.000781mmHg at 25°C
• Refractive Index: n20/D 1.424
• Boiling Point: 306.2°Cat760mmHg
• PKA: -4.06±0.40(Predicted)
• Flash Point: 139°C
• PSA: 37.38000
• Density: 1.308 g/mL at 25 °C
• LogP: 1.24300
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 229.0117406
• Heavy Atom Count: 14
• Complexity: 266

Purity/Quality:

97% ^*data from raw suppliers

1-(Trifluoroacetyl)pyrrolidine-2-carbonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40-52-67-36/37/38
• Safety Statements: 23-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C(F)(F)F)C(=O)Cl
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)C(F)(F)F)C(=O)Cl
• Uses: (S)-(?)-N-(Trifluoroacetyl)pyrrolidine-2-carbonyl chloride can be used as a chiral derivatization reagent:In the chiral separation of psychoactive, cathinone- and amphetamine-related drugs?using GC-MS technique.In the estimation of cathinone related drug enantiomers in biological samples like urine and plasma using GC-MS technique.

Technology Process of N-Trifluoroacetylprolyl chloride

There total 3 articles about N-Trifluoroacetylprolyl chloride 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:

(S)-1-(trifluoroacetyl)pyrrolidine-2-carboxylic acid (319-61-9,30163-31-6,92076-93-2,134454-19-6) → (S)-N-trifluoroacetylproline acid chloride (36724-68-2)

Guidance literature:

With pyridine; oxalyl dichloride; In benzene; for 1h; Heating;

DOI:10.1021/jo00384a053

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-N-trifluoroacetylproline acid chloride (36724-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / KOMe / methanol / 40 °C

2: Vilsmeier reagent / various solvent(s) / 3 h / -12 - -10 °C

With potassium methanolate; Vilsmeier reagent; In methanol;

DOI:10.1016/j.tet.2003.02.002

Reference yield:

→ (S)-N-trifluoroacetylproline acid chloride (36724-68-2)

Guidance literature:

N-Trifluoracetyl-L-prolin, SOCl2;

DOI:10.1271/bbb1961.42.1059

upstream raw materials:

(S)-1-(trifluoroacetyl)pyrrolidine-2-carboxylic acid

L-proline

Downstream raw materials:

(R)-2-{[(S)-1-(2,2,2-Trifluoro-acetyl)-pyrrolidine-2-carbonyl]-amino}-propionic acid methyl ester

(S)-3-Methyl-2-{[(S)-1-(2,2,2-trifluoro-acetyl)-pyrrolidine-2-carbonyl]-amino}-butyric acid methyl ester

(2S,3S)-3-Methyl-2-{[(S)-1-(2,2,2-trifluoro-acetyl)-pyrrolidine-2-carbonyl]-amino}-pentanoic acid methyl ester

(R)-2-{[(S)-1-(2,2,2-Trifluoro-acetyl)-pyrrolidine-2-carbonyl]-amino}-succinic acid dimethyl ester