3-tert-Butoxy-3-oxopropanoic acid

Base Information

• Chemical Name: 3-tert-Butoxy-3-oxopropanoic acid
• CAS No.: 40052-13-9
• Molecular Formula: C7H12O4
• Molecular Weight: 160.17
• Hs Code.: 29171900
• European Community (EC) Number: 628-204-0
• DSSTox Substance ID: DTXSID10338003
• Nikkaji Number: J1.251.601K
• Wikidata: Q72510602
• Mol file: 40052-13-9.mol

Synonyms:3-tert-Butoxy-3-oxopropanoic acid;40052-13-9;Malonic acid mono-tert-butyl ester;mono-tert-Butyl malonate;3-(tert-Butoxy)-3-oxopropanoic acid;TERT-BUTYL HYDROGEN MALONATE;3-[(2-methylpropan-2-yl)oxy]-3-oxopropanoic acid;mono-t-butyl malonate;MFCD00191886;SCHEMBL52738;malonic acid mono t-butyl ester;mono-tert-Butyl malonate, 95%;Malonic acid 1-tert-butyl ester;3-tert-Butoxy-3-oxopropanoicacid;AMY3652;DTXSID10338003;mono-(tert-Butyl) malonate, tech;CS-D1454;STR04680;2-(tert-butoxy-carbonyl)acetic acid;3-tert-Butoxy-3-oxopropanoic acid #;AKOS015905362;AC-1462;SB40445;FT-0639604;M2687;EN300-81670;F14692;3-[(2-Methyl-2-propanyl)oxy]-3-oxopropanoic acid;J-510984

Chemical Property of 3-tert-Butoxy-3-oxopropanoic acid

Chemical Property:

• Vapor Pressure: 0.00684mmHg at 25°C
• Melting Point: 19-20°C(lit.)
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 250.5 °C at 760 mmHg
• PKA: 2.92±0.32(Predicted)
• Flash Point: 97.7 °C
• PSA: 63.60000
• Density: 1.126 g/cm³
• LogP: 0.80280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in ethanol.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Malonic acid mono-tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 26-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC(=O)O
• Uses: tert-Butyl hydrogen malonate may be used in the preparation of dendritic precursor to asymmetric methanofullerenes, hapten-3,6-(O,S-dimethylthiophosphoramido)-6-oxohexanoic acid, hapten-4,3-(O,S-dimethylthiophosphoramido)-3-oxopropanoic acid. Mono-tert-Butyl malonates may be used in the preparation of the following:dendritic precursor to asymmetric methanofullerenes hapten-3,6-(O,S-dimethylthiophosphoramido)-6-oxohexanoic acid hapten-4,3-(O,S-dimethylthiophosphoramido)-3-oxopropanoic acid

Technology Process of 3-tert-Butoxy-3-oxopropanoic acid

There total 15 articles about 3-tert-Butoxy-3-oxopropanoic 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: 100.0%

cycl-isopropylidene malonate (2033-24-1) + tert-butyl alcohol (75-65-0) → mono-tert-butyl malonate (40052-13-9)

Guidance literature:

for 6h; Reflux;

DOI:10.1016/j.tetasy.2015.01.006

Reference yield: 94.3%

O-tert-butylmalonic acid ammonium salt → mono-tert-butyl malonate (40052-13-9)

Guidance literature:

With hydrogenchloride; In water;

Reference yield: 79.0%

malonic acid (141-82-2) + tert-butyl alcohol (75-65-0) → mono-tert-butyl malonate (40052-13-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.7b02341

upstream raw materials:

acetic acid tert-butyl ester

triphenylmethyl sodium

cycl-isopropylidene malonate

tert-butyl alcohol

Downstream raw materials:

isobutene

N-(t-Butoxycarbonylacetyl)-DL-alanin-aethylester

N³-Benzyloxycarbonyl-N²-(O³-tert-butylmalonyl)-2,3-diaminopropionsaeuremethylester

4-(tert-butoxycarbonyl-acetyl)-3,3-dimethyl-thiomorpholine-2-carboxylic acid benzyl ester

Refernces

• 1、 Ahmed, Kh Tanvir,Barrios, Amy M.,Batsomboon, Paratchata,Dudley, Gregory B.,Fulo, Harvey F.,Gaston, Robert,Rueb, Nicole J.. "Synthesis of illudalic acid and analogous phosphatase inhibitors". supporting information. p. 10596 - 10600. Retrieved 2021/12/27.
• 2、 Wu, Jianbing,Yin, Wei,Zhang, Yinqiu,Ye, Hui,Li, Yunman,Tian, Jide,Huang, Zhangjian,Zhang, Yihua. "Design and synthesis of the ring-opened derivative of 3-n-butylphthalide-ferulic acid-glucose trihybrids as potential anti-ischemic agents". supporting information. p. 1881 - 1886. Retrieved 2020/03/13.