(R,R)-3-benzylaminocyclohexanol

Base Information

• Chemical Name: (R,R)-3-benzylaminocyclohexanol
• CAS No.: 721884-88-4
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.3
• Mol file: 721884-88-4.mol

Synonyms:(R,R)-3-benzylaminocyclohexanol

Chemical Property of (R,R)-3-benzylaminocyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R,R)-3-benzylaminocyclohexanol

There total 6 articles about (R,R)-3-benzylaminocyclohexanol 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: 52.0%

(R,R)-3-benzylamidocyclohexanol (13941-94-1,177366-89-1,721884-80-6) → (R,R)-3-benzylaminocyclohexanol (721884-88-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 72h; Heating;

DOI:10.1016/j.tetasy.2004.03.034

Reference yield:

3-aminocyclohexanol (6850-39-1) → (R,R)-3-benzylaminocyclohexanol (721884-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 17 percent / NaOH / H₂O / 3 h / 20 °C

2: 75 percent / Et₃N / tetrahydrofuran

3: 47.5 percent / Novozyme(R) 435 from Candida antarctica B / ethanol; toluene / 120 h / 18 - 22 °C

4: 52 percent / LiAlH₄ / tetrahydrofuran / 72 h / Heating

With sodium hydroxide; lithium aluminium tetrahydride; Novozyme(R) 435 from Candida antarctica B; triethylamine; In tetrahydrofuran; ethanol; water; toluene;

DOI:10.1016/j.tetasy.2004.03.034

Reference yield:

3-amino-2-cyclohexen-1-ol → (R,R)-3-benzylaminocyclohexanol (721884-88-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / H₂; NaOH / Raney nickel / ethanol; H₂O / 40 - 55 °C / 7500.6 Torr

2: 17 percent / NaOH / H₂O / 3 h / 20 °C

3: 75 percent / Et₃N / tetrahydrofuran

4: 47.5 percent / Novozyme(R) 435 from Candida antarctica B / ethanol; toluene / 120 h / 18 - 22 °C

5: 52 percent / LiAlH₄ / tetrahydrofuran / 72 h / Heating

With sodium hydroxide; lithium aluminium tetrahydride; Novozyme(R) 435 from Candida antarctica B; hydrogen; triethylamine; nickel; In tetrahydrofuran; ethanol; water; toluene;

DOI:10.1016/j.tetasy.2004.03.034

upstream raw materials:

(R,R)-3-benzylamidocyclohexanol

3-aminocyclohexanol

(rac)-trans-1-(3-hydroxycyclohexyl)benzamide

benzoyl chloride

Downstream raw materials:

5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

Refernces