1,5-Pentanedioic Acid Monobenzyl Ester

Base Information

• Chemical Name: 1,5-Pentanedioic Acid Monobenzyl Ester
• CAS No.: 54322-10-0
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Hs Code.: 2918990090
• European Community (EC) Number: 849-728-8
• DSSTox Substance ID: DTXSID30453489
• Nikkaji Number: J1.066.732A
• Wikidata: Q82274638
• Mol file: 54322-10-0.mol

Synonyms:1,5-Pentanedioic Acid Monobenzyl Ester;54322-10-0;5-(benzyloxy)-5-oxopentanoic acid;5-oxo-5-phenylmethoxypentanoic acid;MFCD00447718;4-[Benzyloxycarbonyl]butanoic acid;benzyl hydrogen glutarate;Glutaric acid 1-benzyl ester;SCHEMBL2587051;DTXSID30453489;5-(benzyloxy)-5-oxopentanoicacid;WRSDJJXJDSEUSQ-UHFFFAOYSA-N;AKOS024438761;AS-31833;SY022562;CS-0019117;A870491

Chemical Property of 1,5-Pentanedioic Acid Monobenzyl Ester

Chemical Property:

• Boiling Point: 153-155 °C(Press: 0.05 Torr)
• PKA: 4.61±0.10(Predicted)
• PSA: 89.62000
• Density: 1.1645 g/cm3
• LogP: 1.62220
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

1-(Phenylmethyl)EsterPentanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CCCC(=O)O
• Uses: 1-(Phenylmethyl) Ester Pentanedioic Acid is a useful reagent for organic synthesis.

Technology Process of 1,5-Pentanedioic Acid Monobenzyl Ester

There total 8 articles about 1,5-Pentanedioic Acid Monobenzyl Ester 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: 96.0%

glutaric anhydride, (108-55-4) + benzyl alcohol (100-51-6,185532-71-2) → glutaric acid monobenzyl ester (54322-10-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1111/cbdd.13208

Reference yield: 90.0%

pentanedioic acid benzyl ester naphthalen-2-ylmethyl ester → glutaric acid monobenzyl ester (54322-10-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 1.16667h; under 760 Torr;

DOI:10.1016/S0040-4039(99)00014-3

Reference yield: 39.0%

1,5-pentanedioic acid (110-94-1) + benzyl bromide (100-39-0) → glutaric acid monobenzyl ester (54322-10-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2016.06.007

upstream raw materials:

glutaric anhydride,

benzyl potassium

benzyl alcohol

1,5-pentanedioic acid

Downstream raw materials:

octane-1,8-dioic acid

hexanedioic acid dimethyl ester

7-methoxy-7-oxoheptanoic acid

(R)-3-methyl-octanedioic acid-8-benzyl ester-1-methyl ester

Refernces

• 1、 -. "TARGETED PLASMA PROTEIN DEGRADATION". Page/Page column 172. . Retrieved 2021/08/14.
• 2、 -. "COMPOUNDS AND THERAPEUTIC USES THEREOF". Page/Page column 65. . Retrieved 2020/05/19.