Bis-benzyloxy benzoic acid methyl ester

Base Information

• Chemical Name: Bis-benzyloxy benzoic acid methyl ester
• CAS No.: 2169-27-9
• Molecular Formula: C22H20O4
• Molecular Weight: 348.398
• DSSTox Substance ID: DTXSID70443248
• Nikkaji Number: J2.444.679D
• Wikidata: Q82260979
• Mol file: 2169-27-9.mol

Synonyms:2169-27-9;Bis-benzyloxy benzoic acid methyl ester;Benzoic acid, 2,3-bis(phenylmethoxy)-, methyl ester;METHYL 2,3-BIS(BENZYLOXY)BENZOATE;SCHEMBL1305662;DTXSID70443248;QOJGUIGQUAMSII-UHFFFAOYSA-N;MFCD30602672;2,3-Bis(benzyloxy)benzoic acid methyl ester;D84390

Chemical Property of Bis-benzyloxy benzoic acid methyl ester

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 348.13615911
• Heavy Atom Count: 26
• Complexity: 412

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3

Technology Process of Bis-benzyloxy benzoic acid methyl ester

There total 4 articles about Bis-benzyloxy benzoic acid methyl 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: 99.0%

methyl-2,3-dihydroxybenzoate (2411-83-8) + benzyl bromide (100-39-0) → Methyl 2,3-bis(benzyloxy)benzoate (2169-27-9)

Guidance literature:

With potassium carbonate; Heating;

DOI:10.1016/j.tetlet.2007.02.125

Reference yield: 97.0%

methyl-2,3-dihydroxybenzoate (2411-83-8) + benzyl chloride (100-44-7) → Methyl 2,3-bis(benzyloxy)benzoate (2169-27-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 1h;

DOI:10.1002/chem.200801552

Reference yield:

2,3-Dihydroxybenzoic acid (303-38-8) → Methyl 2,3-bis(benzyloxy)benzoate (2169-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / SOCl₂

2: 99 percent / potassium carbonate / Heating

With thionyl chloride; potassium carbonate;

DOI:10.1016/j.tetlet.2007.02.125

upstream raw materials:

methyl-2,3-dihydroxybenzoate

benzyl bromide

2,3-Dihydroxybenzoic acid

benzyl chloride

Downstream raw materials:

2,3-dibenzyloxybenzoic acid

Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-L-ornithine

Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-D-ornithine

Nα-2,3-dibenzyloxybenzoyl-Nδ-benzyloxycarbonyl-L-ornithinyl-L-serine tert-butyl ester