2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-

Base Information

• Chemical Name: 2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-
• CAS No.: 174671-92-2
• Molecular Formula: C8H9BO3
• Molecular Weight: 163.96600
• ChEMBL ID: CHEMBL211300
• DSSTox Substance ID: DTXSID80474361
• Mol file: 174671-92-2.mol

Synonyms:174671-92-2;2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-;1-hydroxy-5-methoxy-3H-2,1-benzoxaborole;5-methoxybenzo[c][1,2]oxaborol-1(3h)-ol;5-methoxy-1,3-dihydro-2,1-benzoxaborol-1-ol;SCHEMBL500087;CHEMBL211300;DTXSID80474361;TQP1556;XBCBZHBKJDEYCI-UHFFFAOYSA-N;AKOS006303925;5-Methoxy-3H-benzo[c][1,2]oxaborol-1-ol;CS-0078596;FT-0755102;EN300-262845;F53636;1,3-dihydro-1-hydroxy-5-methoxy-2,1-benzoxaborole;1,3-dihydro-5-methoxy-1-hydroxy-2,1-benzoxaborole;Z1198279536

Chemical Property of 2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-

Chemical Property:

• PSA: 38.69000
• LogP: -0.08710
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 164.0644743
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-methoxy-1,3-dihydro-2,1-benzoxaborol-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(C2=C(CO1)C=C(C=C2)OC)O

Technology Process of 2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-

There total 13 articles about 2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy- 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: 40.0%

1-bromo-2-(1-ethoxyethoxymethyl)-4-methoxybenzene (651326-66-8) → 1,3-dihydro-5-methoxy-1-hydroxy-2,1-benzoxaborole (174671-92-2)

Guidance literature:

1-bromo-2-(1-ethoxyethoxymethyl)-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 0.25h;

With Trimethyl borate; In tetrahydrofuran; hexanes; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; hexanes; water; at 20 ℃; for 2h;

Reference yield: 20.0%

2-(2-bromomethyl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1447933-44-9) → 1,3-dihydro-5-methoxy-1-hydroxy-2,1-benzoxaborole (174671-92-2) + 2-hydroxy-5-methoxybenzyl alcohol (41951-76-2)

Guidance literature:

With dihydrogen peroxide; In dimethyl sulfoxide; at 20 ℃; for 336h;

DOI:10.1002/chem.201300539

Reference yield:

boric acid tributyl ester (688-74-4) + 2-Bromo-5-methoxybenzyl alcohol (150192-39-5) → 1,3-dihydro-5-methoxy-1-hydroxy-2,1-benzoxaborole (174671-92-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; water;

upstream raw materials:

2-Bromo-5-methoxybenzyl alcohol

2-bromo-5-methoxy-benzoic acid

2-bromo-5-methoxy-1-(methoxymethoxymethyl)benzene

1-bromo-2-(1-ethoxyethoxymethyl)-4-methoxybenzene

Downstream raw materials:

1,3-dihydro-1,5-dihydroxy-2,1-benzoxaborolane