146504-07-6

Basic information

• Product Name: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine
• Synonyms: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine;(1R)-trans-N-Boc-1,2-diaminocyclohexane;Trans (1R,2R)-1N-Boc-cyclohexane-1,2-diamine;Carbamic acid, N-[(1R,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester;N-Boc-1R,2R-Cyclohexanediamine;((1R,2R)-2-Aminocyclohexyl)-carbamic acid tert-butyl ester;(1R,2R)-(-)-N-(t-Butoxycarbonyl)-1,2-cyclohexanediamine;(1R,2R)-N-tert.-Butoxycarbonylcyclohexane-1,2-diamine
• CAS NO: 146504-07-6
• Molecular Formula: C₁₁H₂₂N₂O₂
• Molecular Weight: 214.3046
• Mol File: 146504-07-6.mol
• Article Data: 30

Chemical Properties

• Melting Point: 114-115℃
• Boiling Point: 322.1 °C at 760 mmHg
• Flash Point: 148.6 °C
• Appearance: /
• Density: 1.02 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.26±0.40(Predicted)
• BRN: 7023564
• CAS DataBase Reference: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine(146504-07-6)
• EPA Substance Registry System: (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine(146504-07-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3259 8/PG 3
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: Ⅲ
• Hazardous Substances Data: 146504-07-6(Hazardous Substances Data)

Usage

Description

(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine is a white powder chemical compound with specific stereochemistry, featuring a cyclohexane ring with two amine groups in the 1 and 2 positions, and a Boc-protecting group on the nitrogen atom. (1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine is known for its utility in various chemical reactions and synthetic applications.

Uses

Used in Chemical Synthesis:
(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine is used as an organocatalyst for the intramolecular desymmetrization of cyclohexanones. This process yields 2-azabicyclo[3.3.1]nonane, a valuable intermediate in the synthesis of various pharmaceuticals and complex organic molecules.
Used in Catalyst Development:
(1R,2R)-trans-N-Boc-1,2-Cyclohexanediamine is also used as a starting material in the synthesis of a chiral nickel catalyst. This catalyst is applicable for the Michael addition reaction of 1,3-dicarbonyl compounds to yield nitroalkenes, which are important building blocks in the preparation of biologically active compounds and pharmaceuticals.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 80994-44-1 {[(tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile 
• 315179-47-6 C₂₂H₂₅N₂O₄C₅H₉O₂ 
• 315179-46-5 ((1R,2R)-2-Benzyloxycarbonylamino-cyclohexyl)-carbamic acid benzyl ester 
• 34619-03-9 tert-butyldicarbonate 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 32044-22-7 (1R,2R)-1,2-diaminocyclohexane tartrate 
• 694-83-7 rac-diaminocyclohexane 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 191480-63-4 (1R,2R)-1,2-diaminocyclohexane monohydrochloride 

Downstream Products

• 161579-52-8 5-((1R,2R)-2-tert-Butoxycarbonylamino-cyclohexylcarbamoyl)-isophthalic acid dimethyl ester 
• 180683-65-2 ((1R,2R)-2-tert-Butoxycarbonylamino-cyclohexylamino)-acetic acid methyl ester 
• 213765-35-6 N,N'-bis<2'-(t-butoxycarbonyl)-(1'R,2'R)-diaminocyclohexyl>isophthalamide 
• 315179-52-3 (1R,2R)-2-[N-(2-diphenylphosphanylbenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester 
• 315179-51-2 (1R,2R)-2-[N-(2-diphenylaminobenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester 
• 323187-43-5 C₂₄H₄₂N₄O₆ 
• 315179-50-1 (1R,2R)-2-[N-(2-dimethylaminobenzoyl)amino]cyclohexylcarbamic acid tert-butyl ester 
• 323187-46-8 C₂₇H₄₈N₄O₆ 
• 291286-34-5 [(1R,2R)-N-(2-aminocyclohexenyl)]-2-(diphenylphosphanoyl)benzamide 
• 315179-53-4 (1R,2R)-N-(2-amino)cyclohexyl-2-(dimethylamino)benzamide 
• 315179-54-5 (1R,2R)-N-(2-amino)cyclohexyl-2-(diphenylamino)benzamide 
• 323187-50-4 oxalyl (1R,2R)-N,N'-bis[2-(amino)cyclohexyl]diamide 
• 323187-56-0 N¹,N³-bis((1R,2R)-2-aminocyclohexyl)-2,2-dimethylmalonamide 
• 323187-51-5 N,N'-Bis-((1R,2R)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-cyclohexyl)-oxalamide 

Relevant articles and documents

Charge and Spin Transport in an Organic Molecular Square

Understanding electronic communication among multiple chromophoric and redox units requires construction of well-defined molecular architectures. Herein, we report the modular synthesis of a shape-persistent chiral organic square composed of four naphthal

Characteristics of gelation by amides based on trans-1,2-diaminocyclohexane: The importance of different substituents

Six diamides were prepared from trans-(1R,2R)-1,2-diaminocyclohexane and the corresponding racemate and were subsequently used as gelators. Three chiral compounds and their racemates were prepared. One of the chiral compounds and its racemate contained tw

Carbamate-based P,O-ligands for asymmetric allylic alkylations

Herein we report the design and successful catalytic application of modified Trost-ligands in asymmetric allylic alkylation (AAA) reactions. A small set of carbamate-monophosphine P,O-ligands has been prepared in a straightforward two-step synthetic procedure. After optimization of the reaction conditions, high catalytic activities and excellent enantioselectivity up to >99% have been attained.

RIGID CHIRAL PHOTOLUMINESCENT ISOSCELES TRIANGULAR MATERIALS

Provided herein are rigid macrocycles comprising a poly(peri-naphthalene) diimide (PPNDI) subunit and a second diimide subunit having both high photoluminescent and electron accumulation activities. Also provided herein are methods of preparation of the rigid macrocycles and methods of using the same.