Home Cart 0 Sign in  

[ CAS No. 131156-47-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 131156-47-3
Chemical Structure| 131156-47-3
Structure of 131156-47-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 131156-47-3 ]

Related Doc. of [ 131156-47-3 ]

Alternatived Products of [ 131156-47-3 ]

Product Details of [ 131156-47-3 ]

CAS No. :131156-47-3 MDL No. :MFCD00004946
Formula : C11H18O5 Boiling Point : -
Linear Structure Formula :- InChI Key :NKZDPBSWYPINNF-KZVJFYERSA-N
M.W : 230.26 Pubchem ID :8030067
Synonyms :

Calculated chemistry of [ 131156-47-3 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 54.15
TPSA : 46.15 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.28 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.8
Log Po/w (XLOGP3) : 0.6
Log Po/w (WLOGP) : 1.01
Log Po/w (MLOGP) : 0.47
Log Po/w (SILICOS-IT) : 1.07
Consensus Log Po/w : 1.19

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.65
Solubility : 5.21 mg/ml ; 0.0226 mol/l
Class : Very soluble
Log S (Ali) : -1.14
Solubility : 16.6 mg/ml ; 0.0719 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.13
Solubility : 17.2 mg/ml ; 0.0748 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 4.31

Safety of [ 131156-47-3 ]

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

Application In Synthesis of [ 131156-47-3 ]

* 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.

  • Upstream synthesis route of [ 131156-47-3 ]
  • Downstream synthetic route of [ 131156-47-3 ]

[ 131156-47-3 ] Synthesis Path-Upstream   1~14

  • 1
  • [ 131156-47-3 ]
  • [ 114861-22-2 ]
YieldReaction ConditionsOperation in experiment
77% With hydrogenchloride In water at 20 - 30℃; for 7 h; in room temperature,Hydrochloric acid (21 mL, 21 mmol, 1 M) was added(3aS, 3bR, 7aS, 8aS) -2,2,5,5-tetramethyltetrahydro-3aaH- [1,3] dioxolo [4 ', 5': 4,5] Furo [3,2-d] [1,3] dioxane 1b (110 g, 477.72 mmol)In aqueous solution (450 mL),The resulting reaction was stirred at room temperature for 7 hours.The mixture was adjusted to pH 7 with saturated aqueous sodium bicarbonate solution,And concentrated under reduced pressure. The resulting residue was dissolved in ethyl acetate (600 mL)The insoluble matter was removed by filtration,The filter cake was washed with ethyl acetate (100 mL x 3), the filtrates were combined, concentrated under reduced pressure,To give the title compound 1c as a yellow oil (70.0 g, 77.0percent).
Reference: [1] RSC Advances, 2016, vol. 6, # 46, p. 39758 - 39761
[2] Tetrahedron, 1981, vol. 37, p. 1685 - 1690
[3] Patent: CN106892948, 2017, A, . Location in patent: Paragraph 0188; 0189; 0190; 0191
[4] Helvetica Chimica Acta, 1938, vol. 21, p. 263,267
[5] Nucleosides, Nucleotides and Nucleic Acids, 2001, vol. 20, # 4-7, p. 703 - 706
[6] Tetrahedron, 1988, vol. 44, # 15, p. 4721 - 4736
[7] Collection of Czechoslovak Chemical Communications, 2006, vol. 71, # 7, p. 1063 - 1087
[8] Patent: US2009/30198, 2009, A1, . Location in patent: Page/Page column 7
[9] Patent: US2010/16422, 2010, A1, . Location in patent: Page/Page column 4
[10] Collection of Czechoslovak Chemical Communications, 2011, vol. 76, # 5, p. 503 - 536
[11] Patent: WO2012/140596, 2012, A1, . Location in patent: Page/Page column 54-55
  • 2
  • [ 609-06-3 ]
  • [ 67-64-1 ]
  • [ 114861-22-2 ]
  • [ 131156-47-3 ]
Reference: [1] Patent: US2009/30198, 2009, A1, . Location in patent: Page/Page column 7
[2] Patent: US2010/16422, 2010, A1, . Location in patent: Page/Page column 4
  • 3
  • [ 609-06-3 ]
  • [ 67-64-1 ]
  • [ 131156-47-3 ]
YieldReaction ConditionsOperation in experiment
84.3% at 20 - 30℃; for 12 h; in room temperature,A solution of magnesium sulfate (160 g, 1.33 mol) and concentrated sulfuric acid (9.9 mL, 190 mmol)(2S, 3R, 4S) -2,3,4,5-tetrahydroxyvaler 1a (99.0 g, 659 mmol)In acetone (1.2 L)The resulting reaction was stirred for 12 hours.The reaction mixture was suction filtered,Washed with acetone (300 mL x 2)Combined filtrate,With 25percent ammonia to adjust the pH to 7,Solid precipitated, filtered again and washed with acetone (150 mL x 2). The filtrate was combined, concentrated under reduced pressure,The title compound Ib was obtained as a yellow oil (128.0 g, 84.3percent).
Reference: [1] Patent: CN106892948, 2017, A, . Location in patent: Paragraph 0183; 0185; 0186; 0187
[2] Nucleosides, Nucleotides and Nucleic Acids, 2001, vol. 20, # 4-7, p. 703 - 706
[3] Collection of Czechoslovak Chemical Communications, 2006, vol. 71, # 7, p. 1063 - 1087
[4] Patent: WO2012/140596, 2012, A1, . Location in patent: Page/Page column 53-55
  • 4
  • [ 18467-77-1 ]
  • [ 131156-47-3 ]
Reference: [1] Chemical Communications, 2007, # 48, p. 5244 - 5246
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990, # 4, p. 945 - 954
  • 5
  • [ 58-86-6 ]
  • [ 67-64-1 ]
  • [ 131156-47-3 ]
YieldReaction ConditionsOperation in experiment
85% at 40℃; for 3 h; Green chemistry General procedure: To asuspension of the substrate (2 mmol) in dry acetone (10 mL),CAT600 (100 mg) was added. Then the mixture was stirred at 40 °C till the TLC (n-hexane-EtOAc 2:1) showed the completion of the reaction. The catalyst was separated by filtration, washed with acetone, dried, and reused for a consecutive run under the same reaction conditions. The filtrate was condensed to dry in vacuum, and the residue was dissolved in CH2Cl2 (10 mL) and washed with 3 × 5 mL brine.The organic layer was dried over anhydrous Na2SO4, filtered and evaporated to afford the crude product. Then the desired pure product was obtained by recrystallization from n-hexane. While, the silica gel column chromatography was used if the product existed in the liquid form.
Reference: [1] Bulletin of the Korean Chemical Society, 2014, vol. 35, # 7, p. 2165 - 2168
  • 6
  • [ 609-06-3 ]
  • [ 67-64-1 ]
  • [ 114861-22-2 ]
  • [ 131156-47-3 ]
Reference: [1] Patent: US2009/30198, 2009, A1, . Location in patent: Page/Page column 7
[2] Patent: US2010/16422, 2010, A1, . Location in patent: Page/Page column 4
  • 7
  • [ 87-72-9 ]
  • [ 67-64-1 ]
  • [ 131156-47-3 ]
Reference: [1] Patent: CN107722031, 2018, A, . Location in patent: Paragraph 0012
  • 8
  • [ 41546-31-0 ]
  • [ 67-64-1 ]
  • [ 131156-47-3 ]
Reference: [1] RSC Advances, 2016, vol. 6, # 46, p. 39758 - 39761
[2] Collection of Czechoslovak Chemical Communications, 2011, vol. 76, # 5, p. 503 - 536
  • 9
  • [ 41546-30-9 ]
  • [ 67-64-1 ]
  • [ 131156-47-3 ]
Reference: [1] Patent: WO2003/87119, 2003, A1, . Location in patent: Page/Page column 14-15; 21-22; 28; 1/1
  • 10
  • [ 63941-79-7 ]
  • [ 131156-47-3 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990, # 4, p. 945 - 954
  • 11
  • [ 609-06-3 ]
  • [ 131156-47-3 ]
Reference: [1] Helvetica Chimica Acta, 1938, vol. 21, p. 263,267
  • 12
  • [ 87-72-9 ]
  • [ 67-64-1 ]
  • [ 131156-47-3 ]
Reference: [1] Tetrahedron, 1988, vol. 44, # 15, p. 4721 - 4736
  • 13
  • [ 131156-47-3 ]
  • [ 1103738-17-5 ]
Reference: [1] Patent: WO2012/140596, 2012, A1,
[2] Patent: CN106892948, 2017, A,
  • 14
  • [ 131156-47-3 ]
  • [ 1103738-19-7 ]
Reference: [1] Patent: CN106892948, 2017, A,
Same Skeleton Products
Historical Records