Home Cart 0 Sign in  

[ CAS No. 5754-34-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 5754-34-7
Chemical Structure| 5754-34-7
Structure of 5754-34-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 5754-34-7 ]

Related Doc. of [ 5754-34-7 ]

Alternatived Products of [ 5754-34-7 ]

Product Details of [ 5754-34-7 ]

CAS No. :5754-34-7 MDL No. :MFCD03701622
Formula : C7H14O3 Boiling Point : -
Linear Structure Formula :- InChI Key :YYEZYENJAMOWHW-UHFFFAOYSA-N
M.W : 146.18 Pubchem ID :4219754
Synonyms :

Calculated chemistry of [ 5754-34-7 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 37.02
TPSA : 38.69 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) : -7.08 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.04
Log Po/w (XLOGP3) : 0.16
Log Po/w (WLOGP) : 0.52
Log Po/w (MLOGP) : 0.09
Log Po/w (SILICOS-IT) : 1.15
Consensus Log Po/w : 0.79

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.72
Solubility : 28.2 mg/ml ; 0.193 mol/l
Class : Very soluble
Log S (Ali) : -0.53
Solubility : 43.2 mg/ml ; 0.295 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.94
Solubility : 16.9 mg/ml ; 0.116 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.46

Safety of [ 5754-34-7 ]

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 [ 5754-34-7 ]

* 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 [ 5754-34-7 ]
  • Downstream synthetic route of [ 5754-34-7 ]

[ 5754-34-7 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 3068-00-6 ]
  • [ 67-64-1 ]
  • [ 5754-34-7 ]
YieldReaction ConditionsOperation in experiment
80.3%
Stage #1: at 20℃; for 16 h;
A mixture of 1,2,4-butanetriol (15 g, 141 mmol), acetone (100 mL, 1362 mmol) and p-toluenesulfonic acid monohydrate (700 mg, 3.68 mmol) was stirred for 16 hours at room temperature.
Triethylamine (2 mL, 14.3 mmol) was added to the reaction mixture and concentrated.
The resulting residue was purified by silica gel column chromatography (silica gel, elution solvent:
heptane/ethyl acetate = 1/0 --> 1/1-1/3 gradient) to obtain the target compound (16.55 g, yield: 80.3percent) as a colorless oily substance.
1H-NMR (400 MHz, CDCl3) δppm: 1.37 (3H,s), 1.43 (3H,s), 1.79-1.86 (2H,m), 2.18-2.24 (1 H,br), 3.60 (1 H,dd,J=7, 8 Hz), 3.76-3.86 (2H,m), 4.10 (1 H,dd,J= 6, 8 Hz), 4.23-4.32 (1 H,m)
Reference: [1] Nucleosides, Nucleotides and Nucleic Acids, 2005, vol. 24, # 10-12, p. 1543 - 1568
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 27, p. 6075 - 6083
[3] Journal of Organic Chemistry, 1996, vol. 61, # 3, p. 831 - 837
[4] Tetrahedron Letters, 1999, vol. 40, # 2, p. 209 - 212
[5] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 9, p. 1247 - 1250
[6] Journal of Carbohydrate Chemistry, 2005, vol. 24, # 1, p. 73 - 84
[7] Patent: EP2065379, 2009, A1, . Location in patent: Page/Page column 34
[8] Journal of Medicinal Chemistry, 2017, vol. 60, # 12, p. 4949 - 4962
[9] Journal of Medicinal Chemistry, 1995, vol. 38, # 14, p. 2672 - 2680
[10] Carbohydrate research, 1987, vol. 169, p. 53 - 67
[11] Tetrahedron, 1996, vol. 52, # 24, p. 8333 - 8340
[12] Tetrahedron Letters, 1996, vol. 37, # 47, p. 8467 - 8470
[13] Journal of Medicinal Chemistry, 2002, vol. 45, # 19, p. 4254 - 4263
[14] Patent: CN105315228, 2016, A, . Location in patent: Paragraph 0089; 0090; 0091; 0092
[15] Russian Journal of General Chemistry, 2018, vol. 88, # 8, p. 1601 - 1605[16] Zh. Obshch. Khim., 2018, vol. 88, # 8, p. 1280 - 1284,5
  • 2
  • [ 3068-00-6 ]
  • [ 77-76-9 ]
  • [ 5754-34-7 ]
Reference: [1] Tetrahedron Letters, 1997, vol. 38, # 19, p. 3339 - 3342
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 7, p. 1987 - 1990
[3] Tetrahedron Letters, 2010, vol. 51, # 31, p. 4073 - 4075
[4] Chemistry - A European Journal, 2018, vol. 24, # 36, p. 9066 - 9074
[5] Tetrahedron Letters, 2002, vol. 43, # 15, p. 2801 - 2805
[6] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 6, p. 1613 - 1617
[7] Patent: WO2005/70874, 2005, A1, . Location in patent: Page/Page column 31-32
  • 3
  • [ 3068-00-6 ]
  • [ 5754-34-7 ]
YieldReaction ConditionsOperation in experiment
75% With magnesium sulfate In methanol; water; acetone EXAMPLE 4
4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane
Butane-1,2,4-triol (5.0 g, 47 mmol) was dissolved in MeOH (5 ml).
Acetone (20 ml), MgSO4 (ca. 500 mg), and para-toluene sulfonic acid (p-TsOH) (catalytic amount) were added, and the mixture was allowed to stir for 5 days at room temperature.
The mixture was filtered and the filtrate concentrated under reduced pressure.
Methylene chloride (CH2 Cl2) (20 ml) and water (20 ml) were added, the layers were separated, and the organic layer was washed with water (2*20 ml).
The organic layer was dried (MgSO4), filtered, and the filtrate concentrated under reduced pressure to afford the product as a clear oil (5.15 g, 75percent): 1 H NMR (CDCl3) 4.23(dt, 1H, J=6.86 Hz), 4.04(t, 1H, J=6.06 Hz), 3.72(m, 2H), 3.54(t, 1H, J=7.72 Hz), 2.55(broad s, 1H), 1.77(dt, 2H, J=6.67 Hz), 1.34(d, 6H, J=15.68 Hz)ppm; IR (neat) 3420, 2980, 2930, 2870, 1710, 1455, 1370, 1250, 1215, 1155, 1055, 855, 732 cm-1.
Reference: [1] Patent: US5233031, 1993, A,
  • 4
  • [ 167629-45-0 ]
  • [ 5754-34-7 ]
Reference: [1] Tetrahedron Letters, 2005, vol. 46, # 33, p. 5475 - 5478
  • 5
  • [ 3068-00-6 ]
  • [ 77-76-9 ]
  • [ 56476-33-6 ]
  • [ 5754-34-7 ]
Reference: [1] Tetrahedron Letters, 2010, vol. 51, # 31, p. 4073 - 4075
  • 6
  • [ 3068-00-6 ]
  • [ 67-64-1 ]
  • [ 56476-33-6 ]
  • [ 5754-34-7 ]
Reference: [1] Tetrahedron Letters, 1982, vol. 23, # 47, p. 4883 - 4886
[2] Australian Journal of Chemistry, 1998, vol. 51, # 10, p. 955 - 959
  • 7
  • [ 3068-00-6 ]
  • [ 77-76-9 ]
  • [ 67-64-1 ]
  • [ 5754-34-7 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 6, p. 725 - 728
  • 8
  • [ 83141-42-8 ]
  • [ 5754-34-7 ]
Reference: [1] Tetrahedron Letters, 1982, vol. 23, # 47, p. 4883 - 4886
  • 9
  • [ 3068-00-6 ]
  • [ 116-11-0 ]
  • [ 56476-33-6 ]
  • [ 5754-34-7 ]
Reference: [1] Gazzetta Chimica Italiana, 1994, vol. 124, # 6, p. 265 - 270
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 5754-34-7 ]

Alcohols

Chemical Structure| 22323-82-6

[ 22323-82-6 ]

(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol

Similarity: 0.88

Chemical Structure| 14347-78-5

[ 14347-78-5 ]

(R)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Similarity: 0.88

Chemical Structure| 20880-92-6

[ 20880-92-6 ]

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methanol

Similarity: 0.84

Chemical Structure| 22428-87-1

[ 22428-87-1 ]

1,4-Dioxaspiro[4.5]decan-8-ol

Similarity: 0.83

Chemical Structure| 585-88-6

[ 585-88-6 ]

(2S,3R,4R,5R)-4-(((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexane-1,2,3,5,6-pentaol

Similarity: 0.80

Related Parent Nucleus of
[ 5754-34-7 ]

Aliphatic Heterocycles

Chemical Structure| 57280-22-5

[ 57280-22-5 ]

4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane

Similarity: 0.93

Chemical Structure| 22323-82-6

[ 22323-82-6 ]

(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol

Similarity: 0.88

Chemical Structure| 14347-78-5

[ 14347-78-5 ]

(R)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Similarity: 0.88

Chemical Structure| 20880-92-6

[ 20880-92-6 ]

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methanol

Similarity: 0.84

Chemical Structure| 22428-87-1

[ 22428-87-1 ]

1,4-Dioxaspiro[4.5]decan-8-ol

Similarity: 0.83

Dioxolanes

Chemical Structure| 22323-82-6

[ 22323-82-6 ]

(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol

Similarity: 0.88

Chemical Structure| 14347-78-5

[ 14347-78-5 ]

(R)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Similarity: 0.88

Chemical Structure| 1607-37-0

[ 1607-37-0 ]

4-[(2,3-Epoxypropoxy)methyl]-2,2-dimethyl-1,3-dioxolane

Similarity: 0.85

Chemical Structure| 22428-87-1

[ 22428-87-1 ]

1,4-Dioxaspiro[4.5]decan-8-ol

Similarity: 0.83

Chemical Structure| 40025-75-0

[ 40025-75-0 ]

6-Oxaspiro[bicyclo[3.1.0]hexane-3,2'-[1,3]dioxolane]

Similarity: 0.81