365996-30-1

Basic information

• Product Name: Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI);(1S,2R)-1,2-Diaminocyclohexane, N1-BOC protected;tert-Butyl [(1S,2R)-2-aminocyclohex-1-yl]carbamic acid tert-butyl ester;Cis-(1S, 2R)-1N-Boc-cyclohexane-1,2-diamine;tert-butyl (1S,2R)-2-aminocyclohexylcarbamate;tert-Butyl N-[(1S,2R)-2-aminocyclohexyl]carbamate;(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protected;tert-Butyl [(1S,2R)-2-aminocyclohex-1-yl]carbamate, (1S,2R)-1,2-Diaminocyclohexane, N1-BOC protected
• CAS NO: 365996-30-1
• Molecular Formula: C₁₁H₂₂N₂O₂
• Molecular Weight: 214.30458
• EINECS: 1308068-626-2
• Product Categories: N-BOC
• Mol File: 365996-30-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 322.1°Cat760mmHg
• Flash Point: 148.6°C
• Appearance: /
• Density: 1.02
• Vapor Pressure: 0.000286mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.26±0.40(Predicted)
• CAS DataBase Reference: Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI)(365996-30-1)
• EPA Substance Registry System: Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI)(365996-30-1)

Safety Data

• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 365996-30-1(Hazardous Substances Data)

Usage

General Description

Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI) is a chemical compound with the molecular formula C10H21NO2. It is an ester of carbamic acid and 1,1-dimethylethylamine, and has the stereochemistry of (1S, 2R). Carbamic acid, [(1S,2R)-2-aminocyclohexyl]-, 1,1-dimethylethyl ester (9CI) is commonly used as a precursor in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in organic chemistry. The chemical properties and reactivity of this compound make it a versatile and important intermediate in the synthesis of various complex organic molecules.

InChI:InChI=1/C11H22N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h8-9H,4-7,12H2,1-3H3,(H,13,14)/t8-,9+/m1/s1

Upstream product

• 365996-29-8 (1R,2S)-2-(N-tert-butyloxycarbonylamino)-1-azidocyclohexane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 931-15-7 (1S,2S)-trans-2-aminocyclohexanol 
• 286-20-4 cyclohexane-1,2-epoxide 
• 121282-70-0 (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol 
• 98361-56-9 (1S,2S)-trans-2-[(R)-(α-methylbenzyl)amino]cyclohexanol 
• 365996-28-7 (1S,2S)-2-(tert-butoxycarbonylamino)cyclohexyl methanesulfonate 
• 764659-69-0 tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate 
• 216394-07-9 1-(S)-trans-(S)-2-phenylmethoxycyclohexylamine 
• 119479-49-1 (1S,2S)-trans-2-azidocyclohexanol 
• 115586-44-2 Butyric acid (1S,2S)-2-azido-cyclohexyl ester 
• 1436-59-5 cis-cyclohexane-1,2-diamine 
• 1123685-32-4 tert-butyl [(1S,2R)-2-(phthalimido)cyclohexyl]-carbamate 
• 694-83-7 rac-diaminocyclohexane 

Downstream Products

• 680591-65-5 N-[(2S)-tert-butyloxycarbonylaminocyclohex-(1R)-yl]glycine ethyl ester 
• 764659-49-6 (1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester 
• 365996-31-2 (1S,2R)-N₁-tert-Butoxycarbonyl-N₂-[(5-methyl-4,5, 6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine 
• 365996-26-5 (+/-)-cis-N-[(5-Methyl-4,5,6,7-tetrahydrothiazolo-[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine 
• 950677-99-3 C₁₁H₁₅ClN₂OS 

Relevant articles and documents

The meso Helix: Symmetry and Symmetry-Breaking in Dynamic Oligourea Foldamers with Reversible Hydrogen-Bond Polarity

Oligoureas (up to n=6) of meso cyclohexane-1,2-diamine were synthesized by chain extension with an enzymatically desymmetrized monomer 2. Despite being achiral, the meso oligomers adopt chiral canonical 2.5-helical conformations, the equally populated enantiomeric screw-sense conformers of which are in slow exchange on the NMR timescale, with a barrier to screw-sense inversion of about 70 kJ mol?1. Screw-sense inversion in these helical foldamers is coupled with cyclohexane ring-flipping, and results in a reversal of the directionality of the hydrogen bonding in the helix. The termini of the meso oligomers are enantiotopic, and desymmetrized analogues of the oligoureas with differentially and enantioselectively protected termini display moderate screw-sense preferences. A screw-sense preference may furthermore be induced in the achiral, meso oligoureas by formation of a 1:1 hydrogen-bonded complex with the carboxylate anion of Boc-d-proline. The meso oligoureas are the first examples of hydrogen-bonded foldamers with reversible hydrogen-bond directionality.

CYCLOHEXANEDIAMINE COMPOUNDS AND METHODS FOR THEIR PREPARATION

The present invention provides processes for the preparation of cyclohexanediamine compounds of formula Ia and intermediates thereof. The compounds are useful as Syk kinase inhibitors and in various pharmaceutical compositions, and particularly useful for treating conditions mediated at least in part by Syk kinase activity.

A nonpeptidic reverse-turn scaffold stabilized by urea-based dual intramolecular hydrogen bonding

A novel nonpeptidic reverse-turn scaffold containing urea fragments that are connected by a conformationally constrained d-prolyl-cis-1,2- diaminocyclohexane (d-Pro-DACH) linker is reported. The scaffold adopts a well-defined reverse-turn conformation tha