6-(BOC-AMINO)-1-HYDROXY-2,1-BENZOXABOROLANE

Base Information

• Chemical Name: 6-(BOC-AMINO)-1-HYDROXY-2,1-BENZOXABOROLANE
• CAS No.: 850568-79-5
• Molecular Formula: C₁₂H₁₆BNO₄
• Molecular Weight: 249.074
• Hs Code.: 2934999090
• Mol file: 850568-79-5.mol

Synonyms:6-Amino-1-hydroxy-2,1-benzoxaborolane, N-BOC protected;

Chemical Property of 6-(BOC-AMINO)-1-HYDROXY-2,1-BENZOXABOROLANE

Chemical Property:

• Melting Point: 134-138 °C
• Refractive Index: 1.54
• PSA: 67.79000
• Density: 1.2 g/cm³
• LogP: 1.32430
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-Boc-amino-2-hydroxymethylphenylboronicAcidDehydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-(Boc-amino)-2-(hydroxymethyl)benzeneboronic acid hemiester used as a intermediate for pharmaceutical.

Technology Process of 6-(BOC-AMINO)-1-HYDROXY-2,1-BENZOXABOROLANE

There total 4 articles about 6-(BOC-AMINO)-1-HYDROXY-2,1-BENZOXABOROLANE 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: 95.69%

di-tert-butyl dicarbonate (24424-99-5) + (5-amino-2-hydroxymethylphenyl)boronic acid (117098-94-9) → tert-butyl (1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate (850568-79-5)

Guidance literature:

In tert-butyl alcohol; at 50 ℃; for 16h;

Reference yield:

3H-benzo[c][1,2]oxaborol-1-ol (5735-41-1) → tert-butyl (1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate (850568-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid / 0.58 h / -30 - 30 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 25 °C / 775.74 Torr

3: tert-butyl alcohol / 16 h / 50 °C

With palladium 10% on activated carbon; hydrogen; nitric acid; In ethyl acetate; tert-butyl alcohol;

Reference yield:

2-formylbenzene boronic acid (40138-16-7) → tert-butyl (1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-6-yl)carbamate (850568-79-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate / tetrahydrofuran / 1.08 h / 0 - 25 °C

2: nitric acid / 0.58 h / -30 - 30 °C

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 25 °C / 775.74 Torr

4: tert-butyl alcohol / 16 h / 50 °C

With sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; nitric acid; In tetrahydrofuran; ethyl acetate; tert-butyl alcohol;

upstream raw materials:

2-formylbenzene boronic acid

3H-benzo[c][1,2]oxaborol-1-ol

1-hydroxy-6-nitro-3H-2,1-benzoxaborole

di-tert-butyl dicarbonate