(1R,2R,4S)-2-[(tert-butoxycarbonyl)aMino]-4-[(diMethylaMino)carbonyl]cyclohexyl Methanesulfonate

Base Information

• Chemical Name: (1R,2R,4S)-2-[(tert-butoxycarbonyl)aMino]-4-[(diMethylaMino)carbonyl]cyclohexyl Methanesulfonate
• CAS No.: 929693-31-2
• Molecular Formula: C15H28N2O6S
• Molecular Weight: 364.463
• Mol file: 929693-31-2.mol

Synonyms:(1R,2R,4S)-2-[(tert-butoxycarbonyl)aMino]-4-[(diMethylaMino)carbonyl]cyclohexyl Methanesulfonate;Carbamic acid, N-[(1R,2R,5S)-5-[(dimethylamino)carbonyl]-2-[(methylsulfonyl)oxy]cyclohexyl]-, 1,1-dimethylethyl ester;4-(dimethylcarbamoyl)cyclohexyl methanesulfonate

Chemical Property of (1R,2R,4S)-2-[(tert-butoxycarbonyl)aMino]-4-[(diMethylaMino)carbonyl]cyclohexyl Methanesulfonate

Chemical Property:

• Boiling Point: 546.0±50.0 °C(Predicted)
• PKA: 11.09±0.60(Predicted)
• PSA: 110.39000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.58450

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(tert-Butoxycarbonyl) Methanesulfonate Edoxaban is an impurity of Edoxaban (E555520). Edoxaban is an anticoagulant drug which acts as a direct factor Xa inhibitor.

Technology Process of (1R,2R,4S)-2-[(tert-butoxycarbonyl)aMino]-4-[(diMethylaMino)carbonyl]cyclohexyl Methanesulfonate

There total 10 articles about (1R,2R,4S)-2-[(tert-butoxycarbonyl)aMino]-4-[(diMethylaMino)carbonyl]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:

(1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxy-N,N-dimethylcyclohexanecarboxamide (929693-30-1) + methanesulfonyl chloride (124-63-0) → {(1R,2R,4S)-2-[(tert-butoxycarbonyl)amino]-4-[(dimethylamino)carbonyl]cyclohexyl}methanesulfonate (929693-31-2)

Guidance literature:

With triethylamine; In 4-methyl-2-pentanone; at 20 ℃; for 1h;

Reference yield:

tert-butyl {(1R,2R,5S)-5-[(dimethylamino)carbonyl]-2-hydroxycyclohexylcarbonyl}carbamate + methanesulfonyl chloride (124-63-0) → {(1R,2R,4S)-2-[(tert-butoxycarbonyl)amino]-4-[(dimethylamino)carbonyl]cyclohexyl}methanesulfonate (929693-31-2)

Guidance literature:

With triethylamine; at 20 ℃; for 1h;

Reference yield:

(1S,3R,4R)-3-amino-4-hydroxy-N,N-dimethyl cyclohexanecarboxamide (929693-36-7) → {(1R,2R,4S)-2-[(tert-butoxycarbonyl)amino]-4-[(dimethylamino)carbonyl]cyclohexyl}methanesulfonate (929693-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water / 2 h / 20 - 40 °C

2: triethylamine / 4-methyl-2-pentanone (MIBK) / 1 h / 20 °C

With triethylamine; sodium hydroxide; In 4-methyl-2-pentanone (MIBK); water;

upstream raw materials:

(1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-hydroxy-N,N-dimethylcyclohexanecarboxamide

methanesulfonyl chloride

(1S,3R,4R)-3-amino-4-hydroxy-N,N-dimethyl cyclohexanecarboxamide

(1S)-3-cyclohexenecarboxylic acid

Downstream raw materials:

Tert-butyl {(1R,2R,5S)-2-azido-5-[(dimethylamino)carbonyl]cyclohexyl}carbamate

carbamic acid, N-[(1R,2S,5S)-2-[[2-[(5-chloro-2-pyridinyl)amino]-2-oxoacetyl]amino]-5-[(dimethylamino)carbonyl]cyclohexyl]-1,1-dimethylethyl ester

edoxaban

[14C]-Edoxaban tosylate