(1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-3-YL)-METHANOL

Base Information

• Chemical Name: (1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-3-YL)-METHANOL
• CAS No.: 327611-76-7
• Molecular Formula: C11H21NO
• Molecular Weight: 183.29
• Mol file: 327611-76-7.mol

Synonyms:(1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-3-YL)-METHANOL

Chemical Property of (1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-3-YL)-METHANOL

Chemical Property:

• Vapor Pressure: 0.00215mmHg at 25°C
• Boiling Point: 257.5°C at 760 mmHg
• Flash Point: 109.6°C
• PSA: 46.25000
• Density: 0.973g/cm³
• LogP: 2.07860

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO(3.1.1)HEPT-3-YL)-METHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-3-YL)-METHANOL

There total 5 articles about (1R,2R,3S,5R)-(2-AMINO-2,6,6-TRIMETHYL-BICYCLO[3.1.1]HEPT-3-YL)-METHANOL 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%

ethyl (1R,2R,3S,5R)-2-amino-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylate (327611-75-6) → (1R,2R,3S,5R)-2-amino-3-hydroxymethyl-2,6,6-trimethylbicyclo[3.1.1]heptane (327611-76-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux;

DOI:10.1007/s11172-008-0017-8

Reference yield:

(1R,2R,5S,7R)-2,8,8-trimethyl-3-azatricyclo[5.1.1.02,5]nonan-4-one (328010-06-6,328010-05-5) → (1R,2R,3S,5R)-2-amino-3-hydroxymethyl-2,6,6-trimethylbicyclo[3.1.1]heptane (327611-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 percent HCl / 12 h / Heating

2: LiAlH₄ / tetrahydrofuran / 2 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0957-4166(00)00435-3

Reference yield:

(-)-α-pinene (7785-26-4,25766-18-1) → (1R,2R,3S,5R)-2-amino-3-hydroxymethyl-2,6,6-trimethylbicyclo[3.1.1]heptane (327611-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 1 h

2: 10 percent HCl / 12 h / Heating

3: LiAlH₄ / tetrahydrofuran / 2 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0957-4166(00)00435-3

upstream raw materials:

ethyl (1R,2R,3S,5R)-2-amino-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylate

(-)-α-pinene

(1R,2R,5S,7R)-2,8,8-trimethyl-3-azatricyclo[5.1.1.0^2,5]nonan-4-one

C₁₂H₂₁NO₂

Downstream raw materials:

1-((1R,2R,3S,5R)-3-Hydroxymethyl-2,6,6-trimethyl-bicyclo[3.1.1]hept-2-yl)-3-phenyl-thiourea