Home Cart 0 Sign in  

[ CAS No. 196929-78-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 196929-78-9
Chemical Structure| 196929-78-9
Structure of 196929-78-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 196929-78-9 ]

Related Doc. of [ 196929-78-9 ]

Alternatived Products of [ 196929-78-9 ]

Product Details of [ 196929-78-9 ]

CAS No. :196929-78-9 MDL No. :MFCD05861479
Formula : C4H11NOS Boiling Point : -
Linear Structure Formula :- InChI Key :CESUXLKAADQNTB-SSDOTTSWSA-N
M.W : 121.20 Pubchem ID :10964479
Synonyms :
(R)-2-Methylpropane-2-sulfinamide
Chemical Name :(R)-2-Methyl-2-propanesulfinamide

Calculated chemistry of [ 196929-78-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 32.36
TPSA : 62.3 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) : -7.02 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.1
Log Po/w (XLOGP3) : 0.03
Log Po/w (WLOGP) : 1.27
Log Po/w (MLOGP) : 0.49
Log Po/w (SILICOS-IT) : -1.04
Consensus Log Po/w : 0.37

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.54
Solubility : 34.6 mg/ml ; 0.286 mol/l
Class : Very soluble
Log S (Ali) : -0.89
Solubility : 15.6 mg/ml ; 0.129 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.7
Solubility : 24.1 mg/ml ; 0.199 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.64

Safety of [ 196929-78-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 196929-78-9 ]

* 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 [ 196929-78-9 ]
  • Downstream synthetic route of [ 196929-78-9 ]

[ 196929-78-9 ] Synthesis Path-Upstream   1~17

  • 1
  • [ 55444-67-2 ]
  • [ 196929-78-9 ]
  • [ 4897-84-1 ]
Reference: [1] Journal of Organic Chemistry, 2003, vol. 68, # 1, p. 3 - 10
  • 2
  • [ 67734-35-4 ]
  • [ 196929-78-9 ]
YieldReaction ConditionsOperation in experiment
79% at -50 - 0℃; for 1 h; 3rd step, in the reaction bottle, adding 150 ml cyclopentyl methyl ether, temperature control -50 °C to -70 °C, access liquid ammonia (30.3 g, 1.78 mole) is added drop 2.5M n-BuLi 396 ml (0.99 mol), during the dropping solution white solid, thermal insulation reaction 0.5 hours. Then drop into the (R)- tert butyl sulfonyl butyl Asia thioester (160.9g, 0 . 83 µM, 96.2percent ee) and 2 - chloro propane (86.4g, 1.1 µM) dissolved in the cyclopentyl methyl ether solution (by the 2nd step the obtained product solution cooled to 0 °C, adding 2 - chloro propane mix), the completion of the dropping, thermal insulation stirring reaction for 1 hour, detecting the end of the reaction. After the reaction solution to dryness under reduced pressure, added 1500 ml methyl tert-butyl ether after, diatomaceous earth filter, steaming and solvent, 140 ml cyclohexane -10 °C to 0 °C beating to obtain fine acicular crystal of (R)- tert butyl Asia sulfonamide 79.5 g, yield 79percent, HPLC: 99.1percent, 99.8percent ee.
48% at -78℃; Chiral sulfinamide 15 was prepared on multi-gram scale using methodology developed by ElIman and co-workers (cf. D. J. Weix, J. A. ElIman, Org. Left. 2003, 5, 1317). Asymmetric mono-oxidation of di-tert-butyl disulfide 22 to give sulfinyl sulfide 23 was achieved usinghydrogen peroxide in acetone at 0 °C with vanadyl bis-acetylacetonate and chiral ligand 24 Ligand was prepared from the corresponding 3,5-di-tert-butylsalicylaldehyde and (1 S,2R)-1 - amino-2-indanol (purchased from Sigma Aldrich) according to (Ruck, Rebecca T.; Jacobsen, Eric N. J. Am. Chem. Soc. 2002, 124, 2882). Dropwise addition of hydrogen peroxide over 18 hours and regular monitoring of the reaction by 1H NMR prevented over-oxidation and98percent conversion to the desired mono-oxidised product was achieved. The crude material was then dissolved in THF and added via a dropping funnel to LiNH2 in NH3 at —78 °C. Subsequent 5N2 attack at the sulfinyl results in elimination of tert-butylthiol and inversion of the stereochemistry to provide enantiopure sulfinamide 15 in 48percent yield, after recrystallisation.
Reference: [1] Patent: CN106478471, 2017, A, . Location in patent: Paragraph 0016; 0017; 0020; 0021
[2] Journal of the American Chemical Society, 1998, vol. 120, # 32, p. 8011 - 8019
[3] Patent: WO2017/51326, 2017, A1, . Location in patent: Page/Page column 44
[4] Journal of the American Chemical Society, 1997, vol. 119, # 41, p. 9913 - 9914
  • 3
  • [ 861821-86-5 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of the American Chemical Society, 2002, vol. 124, # 27, p. 7880 - 7881
  • 4
  • [ 441788-43-8 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11276 - 11282
  • 5
  • [ 441788-45-0 ]
  • [ 42052-51-7 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of the American Chemical Society, 2003, vol. 125, # 37, p. 11276 - 11282
  • 6
  • [ 212378-92-2 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of the American Chemical Society, 1998, vol. 120, # 32, p. 8011 - 8019
  • 7
  • [ 159263-57-7 ]
  • [ 196929-78-9 ]
Reference: [1] European Journal of Organic Chemistry, 2014, vol. 2014, # 31, p. 6935 - 6944
[2] Journal of the American Chemical Society, 1998, vol. 120, # 32, p. 8011 - 8019
  • 8
  • [ 110-06-5 ]
  • [ 196929-78-9 ]
Reference: [1] Organic Letters, 2003, vol. 5, # 8, p. 1317 - 1320
  • 9
  • [ 446021-65-4 ]
  • [ 196929-78-9 ]
Reference: [1] Tetrahedron, 2005, vol. 61, # 26, p. 6386 - 6408
  • 10
  • [ 813459-77-7 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of Organic Chemistry, 2004, vol. 69, # 24, p. 8533 - 8536
  • 11
  • [ 1402412-84-3 ]
  • [ 1415914-97-4 ]
  • [ 196929-78-9 ]
Reference: [1] Patent: US2014/80819, 2014, A1, . Location in patent: Page/Page column
  • 12
  • [ 120424-96-6 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of Organic Chemistry, 2009, vol. 74, # 7, p. 2646 - 2650
  • 13
  • [ 677-22-5 ]
  • [ 196929-78-9 ]
Reference: [1] Patent: JP2005/522525, 2005, A, . Location in patent: Page/Page column 56-57
  • 14
  • [ 861821-86-5 ]
  • [ 175848-32-5 ]
  • [ 196929-78-9 ]
Reference: [1] Organic letters, 2002, vol. 4, # 23, p. 4025 - 4028
  • 15
  • [ 31562-40-0 ]
  • [ 196929-78-9 ]
Reference: [1] Organic Syntheses, 2005, vol. 82, p. 157 - 165
  • 16
  • [ 860640-13-7 ]
  • [ 196929-78-9 ]
  • [ 504-63-2 ]
Reference: [1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 11, p. 2109 - 2113
  • 17
  • [ 1310105-98-6 ]
  • [ 620627-46-5 ]
  • [ 196929-78-9 ]
Reference: [1] Journal of Organic Chemistry, 2011, vol. 76, # 13, p. 5480 - 5484
Recommend Products
Same Skeleton Products
Historical Records