(S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine

Base Information

• Chemical Name: (S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine
• CAS No.: 848821-58-9
• Molecular Formula: C20H27NOSi
• Molecular Weight: 325.526
• Hs Code.: 29339900
• European Community (EC) Number: 628-584-8
• DSSTox Substance ID: DTXSID50458512
• Nikkaji Number: J2.212.714D
• Wikidata: Q72469354
• Mol file: 848821-58-9.mol

Synonyms:848821-58-9;(S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine;(S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether;(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine;[diphenyl-[(2S)-pyrrolidin-2-yl]methoxy]-trimethylsilane;Pyrrolidine, 2-[diphenyl[(trimethylsilyl)oxy]methyl]-, (2S)-;(S)-2-(Diphenyl(TriMethylsilyloxy)Methyl)Pyrrolidine;(S)-2-[Diphenyl(trimethylsilanyloxy)methyl]pyrrolidine;MFCD08690083;[diphenyl-[(2S)-pyrrolidin-2-yl]methoxy]-trimethyl-silane;AMY935;SCHEMBL2574515;DTXSID50458512;Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-, (2S)-;(s)-(-)-?,?-diphenyl-2-pyrrolidine methanol trimethylsilyl ether;CS-B0740;BBL103632;STL557442;AKOS015840590;AS-10194;D3843;2alpha-(Trimethylsiloxydiphenylmethyl)pyrrolidine;alpha,alpha-Diphenyl-L-prolinol Trimethylsilyl Ether;J-524159;(S)-(-)-[(Diphenyl)trimethylsiloxymethyl]pyrrolidine;(S)-2-(diphenyl-trimethylsilanyloxymethyl)-pyrrolidine;(25)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine;(s)-(-)-2-(diphenyltrimethylsilanyloxymethyl)pyrrolidine;(S)-2-(Diphenyl((trimethylsilyl)-oxy)methyl)pyrrolidine;(S)-(-)-2-[Diphenyl(trimethylsilyloxy)methyl]pyrrolidine;(S)-( C)-|A,|A-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether;(S)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol Trimethylsilyl Ether;(S)-(-)-alphaalpha-Diphenyl-2-pyrrolidonemethanoe trimethylsilys ether;(S)-(-)- alpha , alpha -Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether;(s)-(-)-alpha,alpha-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether, 95%;(S)-(-)-| inverted exclamation mark,| inverted exclamation mark-DIPHENYL-2-PYRROLIDINE METHANOL TRIMETHYLSILYL ETHER

Chemical Property of (S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.5513
• Boiling Point: 412.743°C at 760 mmHg
• PKA: 10.01±0.10(Predicted)
• Flash Point: 110 °C
• PSA: 21.26000
• Density: 1.0459 g/mL at 25 °C
• LogP: 4.86250
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 325.186191019
• Heavy Atom Count: 23
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-α,α-Diphenyl-2-pyrrolidinemethanol Trimethylsilyl Ether >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-67-65-48/20-38-11-63
• Safety Statements: 26-62-36/37-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)OC(C1CCCN1)(C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C[Si](C)(C)OC([C@@H]1CCCN1)(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Organocatalyst for 3-component reactions, and Robinson annulation of α,β-unsaturated aldehydes.

Technology Process of (S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine

There total 16 articles about (S)-2-(Diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine 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: 100.0%

(S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6) + trimethylsilyl trifluoromethanesulfonate (27607-77-8) → (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine (848821-58-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.200462101

Reference yield: 97.0%

chloro-trimethyl-silane (75-77-4) + (S)-diphenylprolinol (22348-32-9,63401-04-7,112022-88-5,112068-01-6) → (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine (848821-58-9)

Guidance literature:

With 1H-imidazole; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/ja511231f

Reference yield:

C25H35NOSi → (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine (848821-58-9) + isovaleraldehyde (590-86-3)

Guidance literature:

In dimethylsulfoxide-d6; Solvent; Equilibrium constant;

DOI:10.1021/ol501044u

upstream raw materials:

(S)-diphenylprolinol

trimethylsilyl trifluoromethanesulfonate

chloro-trimethyl-silane

(S)-2-(diphenylmethyl)pyrrolidine

Downstream raw materials:

phenylacetaldehyde

C₁₁H₁₅N

(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}-1-[(1E,3R)-2-methyl-4-nitro-3-phenylbut-1-en-1-yl]pyrrolidine

C₂₄H₃₃NOSi

Refernces

• 1、 -. "Preparation method of duloxetine". Paragraph 0054-0056; 0060-0064. . Retrieved 2021/09/26.
• 2、 Murar, Claudia E.,Harmand, Thibault J.,Bode, Jeffrey W.. "Improved synthesis of (S)-N-Boc-5-oxaproline for protein synthesis with the α-ketoacid-hydroxylamine (KAHA) ligation". . p. 4996 - 5001. Retrieved 2017/09/21.