(R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine

Base Information

• Chemical Name: (R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine
• CAS No.: 672314-58-8
• Molecular Formula: C₂₀H₄₁NO₃Si
• Molecular Weight: 371.636
• Mol file: 672314-58-8.mol

Synonyms:tert-butyl N-[(1R)-1-[4-[[tert-butyl(dimethyl)silyl]oxymethyl]cyclohexyl]ethyl]carbamate;

Chemical Property of (R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine

Chemical Property:

• Boiling Point: 416.4±18.0 °C(Predicted)
• PKA: 12.50±0.46(Predicted)
• PSA: 51.05000
• Density: 0.930±0.06 g/cm3(Predicted)
• LogP: 5.93220

Purity/Quality:

97% ^*data from raw suppliers

(R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine

There total 8 articles about (R)-N-Boc-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine 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: 94.0%

→ (R)-N-tert-butyloxycarbonyl-1-[4'-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine (672314-58-8)

Guidance literature:

Reference yield:

bis-1,4-(hydroxymethyl)cyclohexane (105-08-8) → (R)-N-tert-butyloxycarbonyl-1-[4'-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine (672314-58-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 61 percent / Et₃N; DMAP

2: 80 percent / PCC / CH₂Cl₂

3: MgSO₄ / CH₂Cl₂

4: CuI; BF₃*Et₂O / tetrahydrofuran / -65 - -30 °C

5: HCO₂NH₄; Pd/C / methanol / Heating

6: aq. NaHCO₃; Na₂CO₃ / 1,2-dimethoxy-ethane

With dmap; palladium on activated charcoal; copper(l) iodide; boron trifluoride diethyl etherate; ammonium formate; sodium hydrogencarbonate; sodium carbonate; magnesium sulfate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.025

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (R)-N-tert-butyloxycarbonyl-1-[4'-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine (672314-58-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 61 percent / Et₃N; DMAP

2: 80 percent / PCC / CH₂Cl₂

3: MgSO₄ / CH₂Cl₂

4: CuI; BF₃*Et₂O / tetrahydrofuran / -65 - -30 °C

5: HCO₂NH₄; Pd/C / methanol / Heating

6: aq. NaHCO₃; Na₂CO₃ / 1,2-dimethoxy-ethane

With dmap; palladium on activated charcoal; copper(l) iodide; boron trifluoride diethyl etherate; ammonium formate; sodium hydrogencarbonate; sodium carbonate; magnesium sulfate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.025

upstream raw materials:

di-tert-butyl dicarbonate

(R)-1-[4-(tert-butyldimethylsilyloxymethyl)cyclohexyl]ethan-1-amine

bis-1,4-(hydroxymethyl)cyclohexane

tert-butyldimethylsilyl chloride

Downstream raw materials:

trans-tert-butyl (R)-1-[4-(pyridin-4-ylcarbamoyl)cyclohexyl]ethylcarbamate

(R)-(+)-trans-N-(4-pyridyl)-4-(1-aminoethyl)cyclohexanecarboxamide dihydrochloride

(R)-N-tert-butyloxycarbonyl-1-[4'-(hydroxymethyl)cyclohexyl]ethan-1-amine

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