Tert-butyl 3-(2-hydroxyethoxy)propanoate

Base Information

• Chemical Name: Tert-butyl 3-(2-hydroxyethoxy)propanoate
• CAS No.: 671802-00-9
• Molecular Formula: C9H18O4
• Molecular Weight: 190.24
• Hs Code.: 2942000090
• European Community (EC) Number: 817-979-2
• ChEMBL ID: CHEMBL4555222
• Nikkaji Number: J3.324.955A
• Mol file: 671802-00-9.mol

Synonyms:Tert-butyl 3-(2-hydroxyethoxy)propanoate;671802-00-9;Hydroxy-PEG1-t-butyl ester;Hydroxy-PEG1-(CH2)2-Boc;HO-PEG1-CH2CH2COOtBu;MFCD22056310;OH-PEG1-TBA;OH-PEG1-CH2CH2COOtBu;2-Methyl-2-propanyl 3-(2-hydroxyethoxy)propanoate;Propanoic acid, 3-(2-hydroxyethoxy)-, 1,1-dimethylethyl ester;HO-PEG1-t-butyl ester;SCHEMBL898476;CHEMBL4555222;WLZ3352;ACWLDITVZGWIKA-UHFFFAOYSA-N;AMY37947;WBB80200;AKOS027196668;HY-W055870;Tert-butyl3-(2-hydroxyethoxy)propanoate;AS-18988;BP-20597;SY207220;CS-0047718;FT-0715716;EN300-245588;S10727;A915812;Z1416167559

Chemical Property of Tert-butyl 3-(2-hydroxyethoxy)propanoate

Chemical Property:

• Boiling Point: 274.0±15.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• PSA: 55.76000
• Density: 1.031±0.06 g/cm3(Predicted)
• LogP: 0.72710
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 190.12050905
• Heavy Atom Count: 13
• Complexity: 148

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl3-(2-hydroxyethoxy)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCOCCO
• Description: Hydroxy-PEG1-t-butyl ester is a PEG linker containing a hydroxyl group with a t-butyl ester. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The t-butyl protected carboxyl group can be deprotected under acidic conditions.
• Uses: tert-Butyl 3-(2-hydroxyethoxy)propanoate is a reactant in the synthesis of hydrophilic aminooxy linked and multivalent disaccharide cellobiose derivatives for chemoselective aldehyde/ketone conjugation tert-Butyl 3-(2-hydroxyethoxy)propanoate can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and pharmaceutical and chemical production process.

Technology Process of Tert-butyl 3-(2-hydroxyethoxy)propanoate

There total 2 articles about Tert-butyl 3-(2-hydroxyethoxy)propanoate 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: 49.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + ethylene glycol (107-21-1) → 3-(2-hydroxyethoxy)propionic acid tert-butyl ester (671802-00-9,892154-71-1)

Guidance literature:

ethylene glycol; With sodium; In tetrahydrofuran; at 20 ℃; for 2h;

tert-Butyl acrylate; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1021/acsmedchemlett.9b00025

Reference yield: 35.0%

→ 3-(2-hydroxyethoxy)propionic acid tert-butyl ester (671802-00-9,892154-71-1)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In water; acetonitrile; at 20 ℃; for 72h;

Reference yield: 87.0%

3-(2-hydroxyethoxy)propionic acid tert-butyl ester (671802-00-9,892154-71-1) → tert-butyl 3-(2-iodoethoxy)propanoate (2296723-16-3)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/jacs.8b08008

upstream raw materials:

tert-Butyl acrylate

ethylene glycol

Downstream raw materials:

tert-butyl 3-[2-(4-methylphenyl)sulfonyloxyethoxy]propanoate

C₄₄H₅₂O₈

C₃₆H₃₆O₈

tert-butyl 3-(2-iodoethoxy)propanoate

Refernces

• 1、 -. "Protein degradation targeting chimera for degrading androgen receptor". Paragraph 0233-0238. . Retrieved 2021/07/24.
• 2、 -. "BIFUNCTIONAL SUBSTITUED PYRIMIDINES AS MODULATORS OF FAK PROTEOLYSE". Paragraph 00399; 00413; 00414. . Retrieved 2020/02/16.