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Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-,(2R)-

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Name

Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-,(2R)-

EINECS N/A
CAS No. 943757-71-9 Density 1.021 g/cm3
PSA 21.26000 LogP 4.86250
Solubility N/A Melting Point N/A
Formula C20H27NOSi Boiling Point 412.7 °C at 760 mmHg
Molecular Weight 325.526 Flash Point 203.4 °C
Transport Information N/A Appearance N/A
Safety 26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 943757-71-9 (Pyrrolidine,  2-[diphenyl[(trimethylsilyl)oxy]methyl]-,  (2R)-) Hazard Symbols Xi
Synonyms

(diphenyl(trimethylsilyloxy)methyl)pyrrolidine;(2R)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine;diphenyl prolinol silyl ether;(2R)-2-[Diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine;(R)-2-[Diphenyl(trimethylsilanyloxy)methyl]pyrrolidine;(R)-α,α-Diphenylprolinol trimethylsilyl ether;

 

Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-,(2R)- Synthetic route

943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

837-95-6

2-nitro-4-(trifluoromethyl)benzenesulfonyl chloride

C27H29F3N2O5SSi

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;95%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

98-74-8

4-Nitrobenzenesulfonyl chloride

(R)-2-(diphenyl((trimethylsilyl)oxy)methyl)-1-((4-nitrophenyl)sulfonyl)pyrrolidine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;94%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

162010-78-8

4-chlorosulfonyl-3-nitrobenzoic acid methyl ester

C28H32N2O7SSi

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;93%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

1694-92-4

2-Nitrobenzenesulfonyl chloride

(R)-2-(diphenyl((trimethylsilyl)oxy)methyl)-1-((2-nitrophenyl)sulfonyl)pyrrolidine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;92%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

121-51-7

3-nitrobenzenesulphonyl chloride

(R)-2-(diphenyl((trimethylsilyl)oxy)methyl)-1-((3-nitrophenyl)sulfonyl)pyrrolidine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;91%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

18092-54-1

4-methoxy-2-nitrobenzenesulfonyl chloride

C27H32N2O6SSi

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;90%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

4533-96-4

4-chloro-2-nitrobenzenesulfonyl chloride

C26H29ClN2O5SSi

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;88%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

264224-82-0

(E)-4-methyl-2-(2-nitrovinyl)phenol

75-07-0

acetaldehyde

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

1631165-98-4

(-)-(E)-ethyl 3-((2S,3R,4R)-2,6-dimethyl-4-(nitromethyl)chroman-3-yl)acrylate

Conditions
ConditionsYield
Stage #1: (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; (E)-4-methyl-2-(2-nitrovinyl)phenol; acetaldehyde In chloroform at -40 - -5℃; Wittig-Horner Reaction;
Stage #2: ethyl (triphenylphosphoranylidene)acetate In chloroform at 20℃; for 2h;
87%
568586-10-7

4-fluoro-2-nitrobenzene-1-sulfonyl chloride

943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

C26H29FN2O5SSi

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;85%
943757-71-9

(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine

61131-72-4

trans-4-bromo-2-(2-nitrovinyl)phenol

75-07-0

acetaldehyde

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

1631165-96-2

(-)-(E)-ethyl 3-((2S,3R,4R)-6-bromo-2-methyl-4-(nitromethyl)chroman-3-yl)acrylate

Conditions
ConditionsYield
Stage #1: (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; trans-4-bromo-2-(2-nitrovinyl)phenol; acetaldehyde In chloroform at -40 - -5℃; Wittig-Horner Reaction;
Stage #2: ethyl (triphenylphosphoranylidene)acetate In chloroform at 20℃; for 2h;
83%

Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-,(2R)- Specification

The Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-,(2R)-, with the CAS registry number 943757-71-9, has the systematic name of (2R)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine. It is also called (R)-α,α-Diphenylprolinol trimethylsilyl ether. And the molecular formula of this chemical is C20H27NOSi.

The physical properties of Pyrrolidine,2-[diphenyl[(trimethylsilyl)oxy]methyl]-,(2R)- are as following: (1)ACD/LogP: 5.29; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.2; (4)ACD/LogD (pH 7.4): 2.44; (5)ACD/BCF (pH 5.5): 4.97; (6)ACD/BCF (pH 7.4): 8.62; (7)ACD/KOC (pH 5.5): 14.46; (8)ACD/KOC (pH 7.4): 25.08; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 12.47 Å2; (13)Index of Refraction: 1.535; (14)Molar Refractivity: 99.29 cm3; (15)Molar Volume: 318.6 cm3; (16)Polarizability: 39.36×10-24cm3; (17)Surface Tension: 33.8 dyne/cm; (18)Density: 1.021 g/cm3; (19)Flash Point: 203.4 °C; (20)Enthalpy of Vaporization: 66.54 kJ/mol; (21)Boiling Point: 412.7 °C at 760 mmHg; (22)Vapour Pressure: 5.06E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O([Si](C)(C)C)C(c1ccccc1)(c2ccccc2)[C@@H]3NCCC3
(2)InChI: InChI=1/C20H27NOSi/c1-23(2,3)22-20(19-15-10-16-21-19,17-11-6-4-7-12-17)18-13-8-5-9-14-18/h4-9,11-14,19,21H,10,15-16H2,1-3H3/t19-/m1/s1
(3)InChIKey: RSUHWMSTWSSNOW-LJQANCHMBE

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