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

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

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

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

Downstream Products

• 1354486-21-7 N¹-monobenzyl,N²-Boc-(1R,2R)-diaminocyclohexane 
• 593284-14-1 (1R,2R)‐N-benzylcyclohexane‐1,2‐diamine 
• 834917-67-8 (1R,2R)-N¹-benzyl-N¹-methylcyclohexane-1,2-diamine 
• 1256601-43-0 tert-butyl (1R,2R)-2-(3-butynylamino)cyclohexylcarbamate 
• 1257875-03-8 C₂₃H₂₉N₂O₄PS 
• 1257874-99-9 C₁₅H₃₁N₂O₄PS 
• 1257875-02-7 C₂₃H₃₁N₂O₂PS 
• 1257875-00-5 C₂₃H₃₁N₂O₄PS 
• 1257875-01-6 C₁₇H₂₇F₈N₂O₄PS 
• 1229407-35-5 (R,R)-N-propargyl-N’-tert-butoxycarbonyl-1,2-diaminocyclohexane 
• 1158078-82-0 C₁₈H₂₆N₂O₆S 
• 1004788-08-2 C₂₂H₃₃N₃O₅ 
• 161579-53-9 C₆₀H₆₆N₆O₁₈ 
• 172207-37-3 5-((1R,2R)-2-Amino-cyclohexylcarbamoyl)-isophthalic acid dimethyl ester 

Relevant articles and documents

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