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[ CAS No. 33996-30-4 ] {[proInfo.proName]}

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Chemical Structure| 33996-30-4
Chemical Structure| 33996-30-4
Structure of 33996-30-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 33996-30-4 ]

CAS No. :33996-30-4 MDL No. :MFCD11506578
Formula : C7H14ClNO3 Boiling Point : -
Linear Structure Formula :- InChI Key :HHXSZDXMSRXWJV-IBTYICNHSA-N
M.W : 195.64 Pubchem ID :12709304
Synonyms :

Calculated chemistry of [ 33996-30-4 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.86
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 49.78
TPSA : 58.56 Ų

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) : -7.07 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 0.6
Log Po/w (WLOGP) : -0.31
Log Po/w (MLOGP) : -0.16
Log Po/w (SILICOS-IT) : 0.07
Consensus Log Po/w : 0.04

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.23
Solubility : 11.4 mg/ml ; 0.0585 mol/l
Class : Very soluble
Log S (Ali) : -1.4
Solubility : 7.72 mg/ml ; 0.0395 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.47
Solubility : 65.7 mg/ml ; 0.336 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.71

Safety of [ 33996-30-4 ]

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

Application In Synthesis of [ 33996-30-4 ]

* 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 [ 33996-30-4 ]
  • Downstream synthetic route of [ 33996-30-4 ]

[ 33996-30-4 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 24424-99-5 ]
  • [ 33996-30-4 ]
  • [ 37813-30-2 ]
YieldReaction ConditionsOperation in experiment
100% With triethylamine In ethanol; dichloromethane at 0 - 20℃; for 16.25 h; Step 2:To a solution of compound 2 (HCI salt, 146.2 g, 0.747 mol) dissolved in CH2CI2 (1600 ml) and EtOH (100 ml) and cooled to 0 0C was added Et3N (113.4 g, 1.12 mol, 156.2 ml). t-BOC anhydride (195.6, 0.90 mol) was added portion-wise. The reaction mixture was stirred at 0 0C for 15 min, then at RT for 16 h. The resulting mixture was concentrated to ~ 800 ml volume and washed with water. The organic solution was dried (MgSO4), filtered, and concentrated. Purification by silica gel chromatography (eluant: 20percent EtOAc - CH2CI2) gave the product 3 (193.7 g, 100percent) as a yellow oil. MS (M+Na): m/e 282. 1H-NMR (CDCI3) δ 1.30 (t, 3H)1 1.45 (s, 9H), 1.75 (m, 1 H), 2.10 (m, 1 H), 2.30 (m, 1 H), 3.45 and 3.55 (d, 1 H for two rotamers), 3.65 (dd, 1 H), 4.25 (m, 2H), 4.40 and 4.45 (t, 1H for two rotamers), 4.55 (broad s, 1 H).
100% With triethylamine In ethanol; dichloromethane at 0 - 20℃; Step 2:To a solution of compound 2 (HCl salt, 146.2 g, 0.747 mol) dissolved in CH2Cl2 (1600 ml) and EtOH (100 ml) and cooled to 0° C. was added Et3N (113.4 g, 1.12 mol, 156.2 ml). t-BOC anhydride (195.6, 0.90 mol) was added portionwise. The reaction mixture was stirred at 0° C. for 15 min, then at RT for 16 h. The resulting mixture was concentrated to 800 ml volume and washed with water. The organic solution was dried (MgSO4), filtered, and concentrated. Purification by silica gel chromatography (eluant: 20percent EtOAc-CH2Cl2) gave the product 3 (193.7 g, 100percent) as a yellow oil. MS (M+Na): m/e 282. 1H-NMR (CDCl3) δ 1.30 (t, 3H), 1.45 (s, 9H), 1.75 (m, 1H), 2.10 (m, 1H), 2.30 (m. 1H), 3.45 and 3.55 (d, 1H for two rotamers), 3.65 (dd, 1H), 4.25 (m, 2H), 4.40 and 4.45 (t, 1H for two rotamers), 4.55 (broad s, 1H).
100%
Stage #1: With triethylamine In 1,4-dioxane; water at 0℃; for 0.166667 h;
Stage #2: at 20℃; for 20 h;
2B (13.4 g, 68.5 mmol) was dissolved in a mixed solution of 1,4-dioxane (50 mL) and water (50 mL) at room temperature and cooled to 0 ° C,Triethylamine (17.3 g, 0.171 mmol) was added and the mixture was stirred for 10 minutes.A mixture of di-tricarbonate (13.4 g, 68.5 mmol)In dichloromethane (50 mL) was added dropwise to the reaction solution and allowed to react at room temperature for 20 hours.Water (100 mL) was added to the reaction solution and extracted with dichloromethane (100 mL x 4).The organic phases were combined and washed with saturated brine solution (50 mL x 1). Dried over anhydrous magnesium sulfate,The filtrate was concentrated under reduced pressure to give pale yellow liquid 2C (18 g, yield 100percent).
Reference: [1] Patent: WO2008/8327, 2008, A2, . Location in patent: Page/Page column 15-16
[2] Patent: US2011/3780, 2011, A1, . Location in patent: Page/Page column 4
[3] Journal of Heterocyclic Chemistry, 2011, vol. 48, # 5, p. 1132 - 1139
[4] Patent: TW2017/8221, 2017, A, . Location in patent: Page/Page column 38
[5] Synlett, 2011, # 14, p. 2059 - 2063
[6] Patent: WO2005/70934, 2005, A1, . Location in patent: Page/Page column 59
  • 2
  • [ 1070-19-5 ]
  • [ 33996-30-4 ]
  • [ 37813-30-2 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 14, p. 2954 - 2960
  • 3
  • [ 33996-30-4 ]
  • [ 61478-26-0 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 14, p. 2954 - 2960
[2] Journal of Heterocyclic Chemistry, 2011, vol. 48, # 5, p. 1132 - 1139
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