tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate

Base Information

• Chemical Name: tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate
• CAS No.: 400899-08-3
• Molecular Formula: C₁₃H₂₅NO₃
• Molecular Weight: 243.346
• Mol file: 400899-08-3.mol

Synonyms:tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate

Chemical Property of tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate

There total 6 articles about tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate 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:

methyl (1r,4r)‐4‐{[(tert‐butoxy)carbonyl](methyl)amino}cyclohexane‐1‐carboxylate (400899-07-2) → tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate (400899-08-3)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; Heating;

DOI:10.2533/000942905777676858

Reference yield:

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate (146307-51-9) → tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate (400899-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: LiBH₄ / tetrahydrofuran / Heating

With lithium borohydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.2533/000942905777676858

Reference yield:

C15H23N3O3 → tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate (400899-08-3)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; Reflux;

DOI:10.1016/j.bmcl.2008.12.040

upstream raw materials:

methyl (1r,4r)‐4‐{[(tert‐butoxy)carbonyl](methyl)amino}cyclohexane‐1‐carboxylate

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid

di-tert-butyl dicarbonate

Downstream raw materials:

trans-(4-formylcyclohexyl)methylcarbamic acid tert-butyl ester

methyl-[4-(3-oxo-propyl)-cyclohexyl]-carbamic acid tert-butyl ester

[4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

3-[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-propionic acid ethyl ester