TRANS-4-(BOC-AMINO)CYCLOHEXYL METHANESULFONATE

Base Information

• Chemical Name: TRANS-4-(BOC-AMINO)CYCLOHEXYL METHANESULFONATE
• CAS No.: 177545-89-0
• Molecular Formula: C12H23 N O5 S
• Molecular Weight: 293.384
• Hs Code.: 2924299090
• Mol file: 177545-89-0.mol

Synonyms:Carbamicacid, [4-[(methylsulfonyl)oxy]cyclohexyl]-, 1,1-dimethylethyl ester, trans-;Carbamic acid, [trans-4-[(methylsulfonyl)oxy]cyclohexyl]-, 1,1-dimethylethylester (9CI); trans-4-(tert-Butoxycarbonylamino)cyclohexyl methanesulfonate

Chemical Property of TRANS-4-(BOC-AMINO)CYCLOHEXYL METHANESULFONATE

Chemical Property:

• PSA: 90.08000
• LogP: 3.27020

Purity/Quality:

95% ^*data from raw suppliers

4-(tert-butoxycarbonylamino)cyclohexylmethanesulfonate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRANS-4-(BOC-AMINO)CYCLOHEXYL METHANESULFONATE

There total 5 articles about TRANS-4-(BOC-AMINO)CYCLOHEXYL METHANESULFONATE 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%

methanesulfonyl chloride (124-63-0) + trans-tert-butyl 4-hydroxycyclohexylcarbamate (111300-06-2) → (1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl methanesulfonate (177545-89-0)

Guidance literature:

methanesulfonyl chloride; trans-tert-butyl 4-hydroxycyclohexylcarbamate; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.5h;

With sodium hydrogencarbonate; In dichloromethane; water; for 0.5h;

Reference yield: 73.0%

di-tert-butyl dicarbonate (24424-99-5) + trans-4-hydroxycyclohexylamine (27489-62-9) + methanesulfonyl chloride (124-63-0) → (1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl methanesulfonate (177545-89-0)

Guidance literature:

di-tert-butyl dicarbonate; trans-4-hydroxycyclohexylamine; With sodium carbonate; In dichloromethane; water;

methanesulfonyl chloride; With triethylamine; In tetrahydrofuran;

Reference yield:

trans-4-hydroxycyclohexylamine (27489-62-9) → (1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexyl methanesulfonate (177545-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / 1,4-dioxane; water / 0.25 h / 0 °C / Inert atmosphere

1.2: 14 h / 20 °C

2.1: triethylamine / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

With triethylamine; sodium hydroxide; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.bmcl.2013.10.061

upstream raw materials:

methanesulfonyl chloride

trans-tert-butyl 4-hydroxycyclohexylcarbamate

di-tert-butyl dicarbonate

trans-4-hydroxycyclohexylamine

Downstream raw materials:

trans-4-aminocyclohexylmethanesulfonate trifluoroacetic acid salt

benzyl(2-(7-azabicyclo[2.2.1]heptan-7-yl)-2-oxoethyl)carbamate

3-(N-tert-butoxycarbonylamino)cyclohexene