(S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidine

Base Information

• Chemical Name: (S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidine
• CAS No.: 134756-75-5
• Molecular Formula: C₁₁H₂₅NOSi
• Molecular Weight: 215.411
• European Community (EC) Number: 854-731-2
• Nikkaji Number: J1.606.059C
• Mol file: 134756-75-5.mol

Synonyms:(S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidine;134756-75-5;tert-butyl-dimethyl-[[(2S)-pyrrolidin-2-yl]methoxy]silane;(2S)-2-([[tert-Butyl(dimethyl)silyl]oxy]methyl)pyrrolidine;(2S)-2-({[TERT-BUTYL(DIMETHYL)SILYL]OXY}METHYL)PYRROLIDINE;SCHEMBL6529802;SCSMCZJZQYDACU-JTQLQIEISA-N;MFCD11502840;AKOS027328344;AS-30412;CS-0162104;EN300-7423971;A925531;(S)-2-((tert-butyldimethylsilyloxy)methyl)pyrrolidine;(2S)-2-{[(TERT-BUTYLDIMETHYLSILYL)OXY]METHYL}PYRROLIDINE

Chemical Property of (S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidine

Chemical Property:

• Boiling Point: 235.2±13.0 °C(Predicted)
• Density: 0.872±0.06 g/cm3(Predicted)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 215.170540955
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCC1CCCN1
• Isomeric SMILES: CC(C)(C)[Si](C)(C)OC[C@@H]1CCCN1

Technology Process of (S)-2-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidine

There total 10 articles about (S)-2-(((tert-Butyldimethylsilyl)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: 87.0%

C15H29NO3Si → (2S)-2-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)pyrrolidine (134756-75-5)

Guidance literature:

With chloro-trimethyl-silane; cyclopentadienyl titanium(IV) trichloride; magnesium; triethylamine; In tetrahydrofuran; at 50 ℃; for 24h;

DOI:10.1016/j.tetlet.2016.03.093

Reference yield: 83.0%

(S)-2-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)pyridine → (2S)-2-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)pyrrolidine (134756-75-5)

Guidance literature:

(S)-2-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)pyridine; With methyl trifluoromethanesulfonate; In acetonitrile; at -20 ℃; for 1.01667h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; acetonitrile; at -20 - 0 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b12013

Reference yield: 81.0%

(2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine (128359-99-9) → (2S)-2-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)pyrrolidine (134756-75-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2327.2 Torr;

upstream raw materials:

(2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine

tert-butyldimethylsilyl chloride

(S)-1-Pyrrolidin-2-yl-methanol

L-proline

Downstream raw materials:

2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidine-1-carboxylic acid 4-(7-isopropoxy-5,6-dimethoxy-4-oxo-4H-chromen-2-ylsulfanyl)-phenyl ester

2-[ (2S)-2-{[bis(2-methylphenyl)phosphanyl]methyl}pyrrolidin-1-yl]-1,3-benzoxazole

2-[(2S)-2-{[bis(2-methylphenyl)phosphanyl]methyl}pyrrolidin-1-yl]-1,3-benzothiazole

2-{(2S)-2-[(dicyclohexylphosphanyl)methyl]pyrrolidin-1-yl}-1,3-benzoxazole