benzo[c][1,2]oxaborole-1,5(3H)-diol

Base Information

• Chemical Name: benzo[c][1,2]oxaborole-1,5(3H)-diol
• CAS No.: 1187190-70-0
• Molecular Formula: C7H7BO3
• Molecular Weight: 149.942
• Mol file: 1187190-70-0.mol

Synonyms:benzo[c][1,2]oxaborole-1,5(3H)-diol;1,3-dihydro-1-hydroxy-2,1-benzoxaborol-5-ol;1,3-dihydro-2,1-benzoxaborole-1,5-diol

Chemical Property of benzo[c][1,2]oxaborole-1,5(3H)-diol

Chemical Property:

• Boiling Point: 328.6±52.0 °C(Predicted)
• PKA: 6.95±0.20(Predicted)
• PSA: 49.69000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: -0.39010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

1,3-Dihydro-1-hydroxy-2,1-benzoxaborol-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1,3-Dihydro-1-hydroxy-2,1-benzoxaborol-5-ol is used as a reagent in the synthesis of P4-benzoxaborole-substituted macrocyclic inhibitors of HCV NS3 protease.

Technology Process of benzo[c][1,2]oxaborole-1,5(3H)-diol

There total 36 articles about benzo[c][1,2]oxaborole-1,5(3H)-diol 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: 92.0%

5‐benzyloxy-1-hydroxy-2,1‐benzoxaborolane → 1,3-dihydro-1,5-dihydroxy-2,1-benzoxaborolane (1187190-70-0)

Guidance literature:

With 5%-palladium/activated carbon; In ethanol; under 750.075 Torr;

Reference yield: 86.0%

1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole (875816-94-7) → 1,3-dihydro-1,5-dihydroxy-2,1-benzoxaborolane (1187190-70-0)

Guidance literature:

1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole; With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 5h;

With hydrogenchloride; sodium nitrite; In water; at 20 ℃; for 2h; Cooling with ice;

With sulfuric acid; In water; at 120 ℃; for 12h;

Reference yield: 63.0%

boric acid tributyl ester (688-74-4) + (2-bromo-5-hydroxybenzene)methanol (2737-20-4) → 1,3-dihydro-1,5-dihydroxy-2,1-benzoxaborolane (1187190-70-0)

Guidance literature:

(2-bromo-5-hydroxybenzene)methanol; With n-butyllithium; sodium hydride; In tetrahydrofuran; at -25 ℃; for 0.5h; Inert atmosphere;

boric acid tributyl ester; In tetrahydrofuran; at -25 - 20 ℃; for 4.5h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 8h; Inert atmosphere;

upstream raw materials:

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

2-bromo-5-hydroxybenzaldehyde

5-hydroxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

5-(benzyloxy)-2-bromobenzaldehyde

Downstream raw materials:

AN₂₇₂₈