Home Cart 0 Sign in  

[ CAS No. 37002-45-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 37002-45-2
Chemical Structure| 37002-45-2
Structure of 37002-45-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 37002-45-2 ]

Related Doc. of [ 37002-45-2 ]

Alternatived Products of [ 37002-45-2 ]

Product Details of [ 37002-45-2 ]

CAS No. :37002-45-2 MDL No. :MFCD00003212
Formula : C21H26O8S2 Boiling Point : -
Linear Structure Formula :- InChI Key :KPFDKWNWYAXRNJ-PMACEKPBSA-N
M.W : 470.56 Pubchem ID :97439
Synonyms :

Calculated chemistry of [ 37002-45-2 ]

Physicochemical Properties

Num. heavy atoms : 31
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.43
Num. rotatable bonds : 8
Num. H-bond acceptors : 8.0
Num. H-bond donors : 0.0
Molar Refractivity : 113.19
TPSA : 121.96 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.87 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.22
Log Po/w (XLOGP3) : 3.24
Log Po/w (WLOGP) : 5.1
Log Po/w (MLOGP) : 2.61
Log Po/w (SILICOS-IT) : 2.39
Consensus Log Po/w : 3.51

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.56
Solubility : 0.013 mg/ml ; 0.0000277 mol/l
Class : Moderately soluble
Log S (Ali) : -5.47
Solubility : 0.00158 mg/ml ; 0.00000335 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.3
Solubility : 0.000237 mg/ml ; 0.000000505 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 4.82

Safety of [ 37002-45-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 37002-45-2 ]

* 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.

  • Upstream synthesis route of [ 37002-45-2 ]
  • Downstream synthetic route of [ 37002-45-2 ]

[ 37002-45-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 4376-01-6 ]
  • [ 37002-45-2 ]
  • [ 32305-98-9 ]
YieldReaction ConditionsOperation in experiment
60.7% at 40 - 50℃; Inert atmosphere A 250 mL 3 neck round bottom glass reactor equipped with a Teflon.(R). coated stir bar, a thermometer and its adapter, a reflux condenser with a gas inlet on top, and a Claisen adapter to which is attached a 60 mL addition funnel and a Teflon.(R). stopcock sample port is heated with a heat gun while purging with a rapid flow of N2 to degas. The reactor is then charged with 16.0 grams of (-)-1,4-di-O-tosyl-2,3-O-isopropylidene-L-threitol (CASNo. 37002-45-2, 36.1 mmol), aka bis(tosylate) and flushed with N2 purge for an additional 30 minutes. The bis(tosylate) is then dissolved in 100 mL of degassed, anhydrous THF. The sodium diarylphosphide solution prepared in Step 2). A). above is then transferred via cannula to the 60 mL addition funnel in parts and added dropwise to the rapidly stirring bis(tosylate) at rate so as to maintain a reactor temperature below 40° C. Upon addition to the electrophile, the reddish-orange color of the diarylphosphide salt rapidly disappears to give a final suspension with a beige color. After all of the phosphide is added, an oil bath is placed beneath the reactor and the contents heated to 50° C. for 45 minutes to complete phosphide coupling step. The Claisen adapter assembly is then replaced by a short path distillation head and roughly 50percent of the THF is removed. Then 100 mL of degassed heptane and water, each, are added to effect a phase split. The biphasic solution is then passed through an inerted glass fritted funnel to remove the carbon black and the lower aqueous phase removed via cannula. The upper organic phase is rinsed with an additional 50 mL of degassed water, again removed via cannula. The organic heptane phase is then extracted with 100 mL of anhydrous, degassed acetonitrile, the lower acetonitrile phase removed via cannula, and again the organic heptane phase is extracted with 50 mL of degassed acetonitrile. The acetonitrile phases are combined and transferred to a 1 neck round bottom flask with a Teflon.(R). stopcock on top with a 24/40 standard tapered ground glass joint on top. The volatiles are removed on a rotary evaporator to yield a viscous orange-brown glassy solid that is further dried under vacuum. In a dry box, the Teflon.(R). stopcock is replaced with a Claisen adapter to which is attached a reflux condenser with a gas inlet on top and a Teflon.(R). stopcock sample port. The glassy solid is then dissolved in crystallized in 100 mL of degassed methanol introduced by cannula or syringe followed by heating to reflux to completely dissolve the ligand. The heat is removed and the DIOP ligand suspension in the flask is immersed in an ice batch and cooled to -10° C. to yield a white to off-white/beige colored solid. The solid DIOP ligand is collected on a glass fritted Schlenck filter, rinsed with chilled methanol, and then dried overnight on the frit under vacuum. A total of 11.7 grams (23.5 mmol, 498.34 g/moll) of the (-)-DIOP ligand was isolated. The ligand is fully characterized by 1H(CDCl3: δ=7.58-7.29 ppm, cm, 20H, aromatic; δ=4.0-3.8 ppm, dd, 2H, -CH-; 6-2.50-2.25 ppm, ddd, 4H, -CH2-; δ1.35 ppm, s, 6H, -CH3) 13C (not reported here, but consistent with desired product), and 31P NMR (CDCl3: δ=-22.87 ppm, singlet, and a mol percent P purity>99percent) and by ICP for a total phosphorus content of 12.2 wt percent P (theory=12.4 wt percent P) representing a chemical purity of approximately 98.4percent for molecular formula=C31H32P2O2 and molecular weight=498.34 g/mol.
Reference: [1] Patent: US2010/234642, 2010, A1, . Location in patent: Page/Page column 13
  • 2
  • [ 37002-45-2 ]
  • [ 32305-98-9 ]
Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 15, p. 2995 - 2999
Same Skeleton Products
Historical Records