1-(Boc-aminomethyl)-1-hydroxycyclohexane

Base Information

• Chemical Name: 1-(Boc-aminomethyl)-1-hydroxycyclohexane
• CAS No.: 223763-92-6
• Molecular Formula: C12H23NO3
• Molecular Weight: 229.32
• DSSTox Substance ID: DTXSID00945028
• Wikidata: Q82922253
• Mol file: 223763-92-6.mol

Synonyms:1-[(Boc-amino)methyl]cyclohexanol;885954-83-6;1-(BOC-AMINOMETHYL)-1-HYDROXYCYCLOHEXANE;Tert-butyl N-[(1-hydroxycyclohexyl)methyl]carbamate;SCHEMBL89465;DTXSID00945028;AKOS014447252;AB92001;CS-0346617;F79707;EN300-4275618;tert-Butyl((1-hydroxycyclohexyl)methyl)carbamate;tert-Butyl hydrogen [(1-hydroxycyclohexyl)methyl]carbonimidate

Chemical Property of 1-(Boc-aminomethyl)-1-hydroxycyclohexane

Chemical Property:

• PSA: 58.56000
• LogP: 2.59720
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 229.16779360
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

98.5% ^*data from raw suppliers

tert-Butyl((1-(hydroxymethyl)cyclohexyl)methyl)carbamate ≥97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1(CCCCC1)O

Technology Process of 1-(Boc-aminomethyl)-1-hydroxycyclohexane

There total 4 articles about 1-(Boc-aminomethyl)-1-hydroxycyclohexane 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (1-(aminomethyl)cyclohexyl)methanol (2041-57-8) → tert-butyl [(1-(hydroxymethyl)cyclohexyl)methyl]carbamate (223763-92-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 23h; Inert atmosphere;

DOI:10.1002/cmdc.202000303

Reference yield:

ethyl 1-cyanocyclohexane-1-carboxylate (1130-21-8) → tert-butyl [(1-(hydroxymethyl)cyclohexyl)methyl]carbamate (223763-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / LiAlH₄ / tetrahydrofuran

2: 69 percent / NaOH / tetrahydrofuran

With sodium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

1,5-dibromo-pentane (111-24-0) → tert-butyl [(1-(hydroxymethyl)cyclohexyl)methyl]carbamate (223763-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

1.2: 24 h / 0 - 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 29 h / 0 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 23 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.202000303

upstream raw materials:

di-tert-butyl dicarbonate

(1-(aminomethyl)cyclohexyl)methanol

1,5-dibromo-pentane

ethyl 1-cyanocyclohexane-1-carboxylate

Downstream raw materials:

C₁₄H₂₇NO₅S