2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)acetic acid

Base Information

• Chemical Name: 2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)acetic acid
• CAS No.: 886363-54-8
• Molecular Formula: C15H24 O3 Si
• Molecular Weight: 280.439
• DSSTox Substance ID: DTXSID30592908
• Wikidata: Q82487267
• Mol file: 886363-54-8.mol

Synonyms:886363-54-8;2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)acetic acid;2-[4-[[tert-butyl(dimethyl)silyl]oxymethyl]phenyl]acetic acid;[4-(tert-Butyl-dimethyl-silanyloxymethyl)phenyl]-acetic acid;[4-(tert-butyl-dimethyl-silanyloxymethyl) phenyl]-acetic acid;2-(4-((TERT-BUTYLDIMETHYLSILYLOXY)METHYL)PHENYL)ACETIC ACID;MFCD06796530;2-(4-(((tert-Butyl dimethylsilyl)oxy)methyl)phenyl)aceticacid;2-[4-[[(tert-Butyldimethylsilyl)oxy]methyl]phenyl]acetic Acid;SCHEMBL5029906;DTXSID30592908;AKOS027327602;AS-35413;SY078016;DB-016960;CS-0171680;A842739;[4-(tert-Butyldimethylsilanyloxymethyl)phenyl]acetic acid;[4-(tert-butyl-dimethyl-silanyloxymethyl)phenyl]acetic acid;[4-({[tert-Butyl(dimethyl)silyl]oxy}methyl)phenyl]acetic acid;[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-acetic acid;2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)aceticacid;(4-{[(TERT-BUTYLDIMETHYLSILYL)OXY]METHYL}PHENYL)ACETIC ACID;[4-(TERT-BUTYL-DIMETHYL-SILANYLOXYMETHYL)PHENYL]-ACETICACID

Chemical Property of 2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)acetic acid

Chemical Property:

• Vapor Pressure: 6.6E-06mmHg at 25°C
• Refractive Index: 1.498
• Boiling Point: 363.1°C at 760 mmHg
• Flash Point: 173.4°C
• PSA: 46.53000
• Density: 1.022g/cm³
• LogP: 3.83550
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 280.14947116
• Heavy Atom Count: 19
• Complexity: 299

Purity/Quality:

98%Min ^*data from raw suppliers

2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OCC1=CC=C(C=C1)CC(=O)O

Technology Process of 2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)acetic acid

There total 8 articles about 2-(4-(((tert-Butyldimethylsilyl)oxy)methyl)phenyl)acetic acid 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: 34.0%

C21H28O3Si → 2-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)acetic acid (886363-54-8)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 4h;

Reference yield:

4-hydroxymethylphenylacetic acid (73401-74-8) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)acetic acid (886363-54-8)

Guidance literature:

4-hydroxymethylphenylacetic acid; tert-butyldimethylsilyl chloride; With 1H-imidazole; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With potassium carbonate; In tetrahydrofuran; methanol; for 2h;

Reference yield:

4-hydroxymethylphenylacetic acid (73401-74-8) → 2-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)acetic acid (886363-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

2: potassium carbonate / methanol; tetrahydrofuran / 2 h

With 1H-imidazole; potassium carbonate; In tetrahydrofuran; methanol;

DOI:10.1021/acs.jmedchem.6b00951

upstream raw materials:

4-hydroxymethylphenylacetic acid

tert-butyldimethylsilyl chloride

4-tolylacetic acid

4-bromophenylacetic acid

Downstream raw materials:

C₁₈H₂₈O₄Si

(S)-4-(3-((tert-butoxycarbonyl)amino)-1-(isoquinolin-6-ylamino)-1-oxopropan-2-yl)benzyl 2,4-dimethylbenzoate

Refernces

• 1、 -. "Dual-action EP4 agonist—bisphosphonate conjugates and uses thereof". Page/Page column 32. . Retrieved 2017/06/02.
• 2、 Xie, Haibo,Chen, Gang,Young, Robert N.. "Design, Synthesis, and Pharmacokinetics of a Bone-Targeting Dual-Action Prodrug for the Treatment of Osteoporosis". . p. 7012 - 7028. Retrieved 2017/09/07.