(2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol

Base Information

• Chemical Name: (2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol
• CAS No.: 470482-40-7
• Molecular Formula: C11H18F3NO3
• Molecular Weight: 269.2607296
• DSSTox Substance ID: DTXSID301124228
• Nikkaji Number: J1.749.982C
• Mol file: 470482-40-7.mol

Synonyms:470482-40-7;(2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol;tert-butyl (2S,4S)-2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate;(2S,4S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate;MFCD23105866;SCHEMBL1584519;CRSWFECHMDRHHV-YUMQZZPRSA-N;DTXSID301124228;AKOS025290219;PB37342;AS-34581;CS-0048598;EN300-7400704;(2S,4S)-1-Boc-4-(trifluoromethylpyrrolidine)-2-methanol;(2S,4S)-tert-butyl2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate;1,1-Dimethylethyl (2S,4S)-2-(hydroxymethyl)-4-(trifluoromethyl)-1-pyrrolidinecarboxylate

Chemical Property of (2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol

Chemical Property:

• Boiling Point: 293.0±35.0 °C(Predicted)
• PKA: 14.77±0.10(Predicted)
• PSA: 49.77000
• Density: 1.231±0.06 g/cm3(Predicted)
• LogP: 2.10450
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 269.12387792
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

97% ^*data from raw suppliers

(2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(CC1CO)C(F)(F)F
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@H](C[C@H]1CO)C(F)(F)F

Technology Process of (2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol

There total 19 articles about (2S,4S)-1-Boc-4-trifluoromethylpyrrolidine-2-methanol 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: 90.0%

→ (2S,4S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate (470482-40-7)

Guidance literature:

Reference yield: 78.0%

(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(trifluoromethyl)-2,3-dihydro-1H-pyrrole-1-carboxylate (470482-39-4) → Boc-(4R)-trifluoromethyl-L-prolinol (470482-43-0) + (2S,4S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate (470482-40-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 8h; under 760 Torr;

DOI:10.1002/1521-3773(20020503)41:9<1600::AID-ANIE1600>3.0.CO;2-V

Reference yield: 46.0%

(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(trifluoromethyl)-2,3-dihydro-1H-pyrrole-1-carboxylate (470482-39-4) → (2S,4S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)pyrrolidine-1-carboxylate (470482-40-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; under 760.051 Torr;

DOI:10.1016/j.ejmech.2013.04.011

upstream raw materials:

(S)-tert-butyl 2-(hydroxymethyl)-4-(trifluoromethyl)-2,3-dihydro-1H-pyrrole-1-carboxylate

(S)-tert-butyl 2-(((tert-butyldimethylsilyl)oxy)methyl)-4-(trifluoromethyl)-2,3-dihydro-1H-pyrrole-1-carboxylate

di-tert-butyl dicarbonate

(R)-4-hydroxy-L-proline ethyl ester

Downstream raw materials:

2-((2S,4S)-1-(4-(3-Chloro-2-methylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetic acid trifluoroacetic acid salt

2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetic acid trifluoroacetic acid salt

2-((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)acetonitrile

((2S,4S)-1-(4-(2,3-dimethylphenoxy)phenyl)-4-(trifluoromethyl)pyrrolidin-2-yl)methanol