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[ CAS No. 21436-03-3 ] {[proInfo.proName]}

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Chemical Structure| 21436-03-3
Chemical Structure| 21436-03-3
Structure of 21436-03-3 * Storage: {[proInfo.prStorage]}

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Product Details of [ 21436-03-3 ]

CAS No. :21436-03-3 MDL No. :MFCD00062986
Formula : C6H14N2 Boiling Point : -
Linear Structure Formula :(NH2CH)2(C4H8) InChI Key :SSJXIUAHEKJCMH-WDSKDSINSA-N
M.W : 114.19 Pubchem ID :479307
Synonyms :
(1S,2S)-(+)-1,2-Diaminocyclohexane

Calculated chemistry of [ 21436-03-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 34.26
TPSA : 52.04 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.37
Log Po/w (XLOGP3) : -0.32
Log Po/w (WLOGP) : 0.21
Log Po/w (MLOGP) : 0.21
Log Po/w (SILICOS-IT) : 0.15
Consensus Log Po/w : 0.33

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.35
Solubility : 51.4 mg/ml ; 0.45 mol/l
Class : Very soluble
Log S (Ali) : -0.31
Solubility : 55.7 mg/ml ; 0.488 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.31
Solubility : 55.8 mg/ml ; 0.489 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.81

Safety of [ 21436-03-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P210-P261-P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P312-P363-P370+P378-P403+P233-P403+P235-P405-P501 UN#:2735
Hazard Statements:H227-H303-H314-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 21436-03-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 21436-03-3 ]

[ 21436-03-3 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 24424-99-5 ]
  • [ 21436-03-3 ]
  • [ 180683-64-1 ]
YieldReaction ConditionsOperation in experiment
34% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 24h;Inert atmosphere; General procedure: A mixture of piperazine (500mg, 5.8mmol, 1.0eq.), N,N-diisopropylethylamine (DIPEA) (1.5mL, 8.7mmol, 1.5eq.), and di-tert-butyl dicarbonate (Boc2O) (500mg, 2.3mmol, 0.4eq.) in dry dichloromethane (15mL) was stirred at room temperature for 24h under nitrogen atmosphere. The reaction mixture was diluted with dichloromethane and washed with saturated aqueous NaHCO3 and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The titled compound (4a) as a colorless solid was afforded after purification by column chromatography on silica gel (chloroform/methanol=50/1). The same procedure was performed to obtain compounds 4b and 4c
  • 2
  • [ 7089-68-1 ]
  • [ 21436-03-3 ]
  • SS-N,N'-bis(phenanthrolin-2-yl)-1,2-cyclohexanediamine [ No CAS ]
  • 3
  • [ 21436-03-3 ]
  • [ 34595-26-1 ]
  • (1S,2S)-N1,N2-bis(2-(piperidin-1-yl)benzylidene)cyclohexane-1,2-diamine [ No CAS ]
  • 4
  • [ 21436-03-3 ]
  • [ 7310-97-6 ]
  • (2S,3S,12S,13S,22S,23S)-1,4,11,14,21,24-hexaaza-(2,3:12,13:22,23)-tributano-7,8',17,18',27,28'-hexamethoxy-(6,9:16,19:26,29)-trietheno-2H,3H,12H,13H,22H,23H-hexahydro-(30)-annulene [ No CAS ]
  • 5
  • [ 37942-07-7 ]
  • [ 21436-03-3 ]
  • [ 135616-40-9 ]
  • 6
  • [ 21436-03-3 ]
  • [ 21286-54-4 ]
  • [ 609810-67-5 ]
  • 7
  • [ 21436-03-3 ]
  • [ 180683-64-1 ]
YieldReaction ConditionsOperation in experiment
[Referential Example 39] (+-)-trans-N-tert-Butoxycarbonyl-1,2-cyclohexanediamine: The title compound was obtained from (+-)-trans-1,2-cyclohexanediamine in a similar manner to Referential Example 34. mp 79-81C. 1H-NMR (CDCl3) delta: 1.05-1.34(4H,m), 1.45(9H,s), 1.68-1.75(2H,m), 1.92-2.02(2H,m), 2.32(1H,dt,J=10.3,3.9Hz), 3.08-3.20(1H,m), 4.50(1H,br.s). MS (FAB) m/z: 215(M+H)+.
  • 8
  • [ 58632-95-4 ]
  • [ 21436-03-3 ]
  • [ 180683-64-1 ]
  • 9
  • [ 3328-69-6 ]
  • [ 21436-03-3 ]
  • C42H48N6O3 [ No CAS ]
  • 10
  • [ 21436-03-3 ]
  • [ 147702-14-5 ]
  • (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol [ No CAS ]
  • C32H22O2*C6H14N2 [ No CAS ]
  • (2S)-(-)-3,3'-diphenyl-(2,2'-binaphthalene)-1,1'-diol [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% In benzene;Reflux; Resolution of racemate; 1S,2S)-(+)-Diaminocyclohexane 2 (0.68g, 6mmol) was added to a solution of rac-<strong>[147702-14-5]VANOL</strong> 1 (4.38g, 10mmol) in benzene (30mL), and the resulting mixture was heated at reflux for 24h. The mixture was then cooled to room temperature and the resulting colorless crystals were isolated from the solution by filtration and washed with toluene (3×5mL). The process of refluxing and crystallizing was repeated twice, and the resulting crystals were combined, dried, and quantified, with 2.43g (88% yield) of the desired material being isolated; mp 204.1-211.5C; 1H NMR (CDCl3): δ 8.37 (m, 2H), 7.78 (m, 2H), 7.56 (m, 4H), 7.36 (s, 4H), 7.31 (s, 2H), 7.07 (t, 2H), 6.96 (t, 4H), 1.80 (m, 2H), 1.66 (m, 2H), 1.25 (m, 2H), 1.05 (m, 2H). 13C NMR (CDCl3): δ 151.0, 140.9, 140.4, 134.4, 128.9, 127.6, 127.3, 126.4, 125.4, 122.9, 121.5, 57.3, 35.2, 25.3. FTIR (KBr, cm-1): 3590, 3435, 3010, 2925, 2855, 1560, 1400, 1140.
  • 11
  • [ 21436-03-3 ]
  • [ 147702-14-5 ]
  • (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol [ No CAS ]
  • C32H22O2*C6H14N2 [ No CAS ]
  • C32H22O2*C6H14N2 [ No CAS ]
  • (2S)-(-)-3,3'-diphenyl-(2,2'-binaphthalene)-1,1'-diol [ No CAS ]
  • 12
  • [ 24424-99-5 ]
  • [ 21436-03-3 ]
  • bis-BOC-(S, S)-cyclohexane diamine [ No CAS ]
  • [ 180683-64-1 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; at 20℃; for 12h;Inert atmosphere; To an ice cold solutionof (1S, 2S)-diaminocylohexane (570 mg, 5 mmol) in 3 ml ofdichloromethane was added a solution of di-t-butyldicarbonate (362.29 mg, 1.66 mmol) in dichloromethane over a period of 30 min. After complete addition of BOC anhydride, the reaction was allowed to stir for 12h at room temperature. The resultant precipitate was dissolved in 12 ml of water/ dichloromethane (1:1), after separation of two phases, the dichloromethane phase was concentrated under reduced pressure and the residue was dissolved in 12 ml of ether/water (1:1). The mixture was acidified to pH 5 using 4M hydrochloric acid solutions, and the bis-protected diamine was extracted with ether (3 X 50 ml). The combined ether extracts were washed thoroughly with water (2 X 100 ml) to take care of possible monoprotected diamine. Theether layer was then dried over anhydrous sodium sulphate and was concentrated under reduced pressure to yield bisprotected diamine. The aqueous phase was adjusted to pH 10 using 2M sodium hydroxide solution and was extracted with ethyl acetate (3 X 100 ml) and the combined organic extracts were driedover anhydrous sodium sulphate, then concentrated under reduced pressure to yield monoprotected diamine.
  • 13
  • [ 34619-03-9 ]
  • [ 21436-03-3 ]
  • [ 180683-64-1 ]
  • 14
  • [ 34374-88-4 ]
  • [ 21436-03-3 ]
  • C36H42N6O6 [ No CAS ]
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