Benzyl 2-(benzyloxy)-5-bromobenzoate

Base Information

• Chemical Name: Benzyl 2-(benzyloxy)-5-bromobenzoate
• CAS No.: 850350-09-3
• Molecular Formula: C21H17 Br O3
• Molecular Weight: 397.268
• DSSTox Substance ID: DTXSID70590165
• Wikidata: Q82483853
• Mol file: 850350-09-3.mol

Synonyms:850350-09-3;benzyl 2-(benzyloxy)-5-bromobenzoate;benzyl 5-bromo-2-phenylmethoxybenzoate;2-Benzyloxy-5-bromobenzoic acid benzyl ester;Benzoic acid,5-bromo-2-(phenylmethoxy)-, phenylmethyl ester;2-Benzyloxy-5-bromo-benzoic acid benzyl ester;Phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate;SCHEMBL552025;DTXSID70590165;NXHFWYNZSJELII-UHFFFAOYSA-N;benzyl 2-benzyloxy-5-bromobenzoate;AKOS027379738;DA-19652;phenylmethyl 5-bromo-2-(phenylmethoxy)benzoate

Chemical Property of Benzyl 2-(benzyloxy)-5-bromobenzoate

Chemical Property:

• PSA: 35.53000
• LogP: 5.38510
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 396.03611
• Heavy Atom Count: 25
• Complexity: 402

Purity/Quality:

99%min ^*data from raw suppliers

2-BENZYLOXY-5-BROMO-BENZOIC ACID BENZYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)Br)C(=O)OCC3=CC=CC=C3

Technology Process of Benzyl 2-(benzyloxy)-5-bromobenzoate

There total 1 articles about Benzyl 2-(benzyloxy)-5-bromobenzoate 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: 95.0%

5-bromosalicyclic acid (89-55-4) + benzyl bromide (100-39-0) → phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate (850350-09-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2018.11.054

Reference yield: 97.0%

phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate (850350-09-3) → 5-bromo-2-[(phenylmethyl)oxy]benzoic acid (62176-31-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 60 ℃; for 2h;

DOI:10.1016/j.bmcl.2018.11.054

Reference yield: 77.0%

phenylmethyl 5-bromo-2-[(phenylmethyl)oxy]benzoate (850350-09-3) + bis(pinacol)diborane (73183-34-3) → benzyl 2-(benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (1237517-82-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.11.054

upstream raw materials:

5-bromosalicyclic acid

benzyl bromide

Downstream raw materials:

phenylmethyl 5-[4-({[(2-methoxyphenyl)sulfonyl]amino}methyl)phenyl]-2-(phenylmethoxy)benzoate

benzyl 2-benzyloxy-5-(morpholin-4-yl)benzoate

tert-butyl 2-benzyloxy-5-(morpholin-4-yl)benzoate

benzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoate

Refernces

• 1、 Ding, Xiao,Stasi, Luigi Piero,Dai, Xuedong,Long, Kai,Peng, Cheng,Zhao, Baowei,Wang, Hailong,Sun, Changhui,Hu, Huan,Wan, Zehong,Jandu, Karamjit S.,Philps, Oliver J.,Chen, Yan,Wang, Lizhen,Liu, Qian,Edge, Colin,Li, Yi,Dong, Kelly,Guan, Xiaoming,Tattersall, F. David,Reith, Alastair D.,Ren, Feng. "5-Substituted-N-pyridazinylbenzamides as potent and selective LRRK2 inhibitors: Improved brain unbound fraction enables efficacy". supporting information. p. 212 - 215. Retrieved 2018/12/11.
• 2、 -. "Novel benzoxazolone compound". Paragraph 0462; 0463. . Retrieved 2017/04/27.