4,6-Methano-1,3,2-benzodioxaborole-2-methanamine

Base Information

• Chemical Name: 4,6-Methano-1,3,2-benzodioxaborole-2-methanamine
• CAS No.: 179324-86-8
• Molecular Formula: C₁₅H₂₈BNO₂
• Molecular Weight: 265.204
• Mol file: 179324-86-8.mol

Synonyms:4,6-Methano-1,3,2-benzodioxaborole-2-methanamine;(R)-BoroLeu-(+)-Pinanediol;

Chemical Property of 4,6-Methano-1,3,2-benzodioxaborole-2-methanamine

Chemical Property:

• Vapor Pressure: 0.0102mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 263.7 °C at 760 mmHg
• Flash Point: 113.3 °C
• PSA: 44.48000
• Density: 1.31 g/cm³
• LogP: 1.46670

Purity/Quality:

97% ^*data from raw suppliers

(R)-BOROLEU-(+)-PINANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,6-Methano-1,3,2-benzodioxaborole-2-methanamine

There total 8 articles about 4,6-Methano-1,3,2-benzodioxaborole-2-methanamine 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: 98.0%

C20H36BNO4 → (1R)-3-methyl-1-[(1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]butan-1-amine (179324-86-8)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; In methanol; ethyl acetate; at 40 - 50 ℃; for 4h; Reagent/catalyst; Solvent;

Reference yield: 89.5%

C23H30BNO4 → (1R)-3-methyl-1-[(1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]butan-1-amine (179324-86-8)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; Reagent/catalyst; Solvent;

Reference yield:

pinanediol (18680-27-8) → (1R)-3-methyl-1-[(1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]butan-1-amine (179324-86-8)

Guidance literature:

Multi-step reaction with 5 steps

1: diethyl ether / 8 h / 40 °C

2: toluene / 1.5 h / -65 - -55 °C / Inert atmosphere

3: iron(III) chloride / tetrahydrofuran / -45 - -40 °C

4: tetrahydrofuran / 40 °C / Inert atmosphere

5: hydrazine hydrate / ethanol / 20 °C

With iron(III) chloride; hydrazine hydrate; In tetrahydrofuran; diethyl ether; ethanol; toluene;

upstream raw materials:

pinanediol

2-(2-methylpropyl)-(3aS,4S,6S,7aR)-hexahydro-3a,5,5-trimethyl-4,6-methano-1,3,2-benzodioxaborole

(3aS,4S,6S,7aR)-2-[(1S)-1-chloro-3-methylbutyl]-3a,5,5-trimethylhexahydro-4,6-methano-1,3,2-benzodioxaborole

Downstream raw materials:

(1R)-3-methyl-1-[(3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methano-1,3,2-benzodioxabor-ol-2-yl]butan-1-amine hydrochloride

(aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-α-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate