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[ CAS No. 1118-89-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1118-89-4
Chemical Structure| 1118-89-4
Structure of 1118-89-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1118-89-4 ]

CAS No. :1118-89-4 MDL No. :MFCD00012509
Formula : C9H18ClNO4 Boiling Point : -
Linear Structure Formula :- InChI Key :WSEQLMQNPBNMSL-FJXQXJEOSA-N
M.W : 239.70 Pubchem ID :73960
Synonyms :
H-Glu(OEt)-OEt.HCl
Chemical Name :H-Glu(OEt)-OEt.HCl

Calculated chemistry of [ 1118-89-4 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.78
Num. rotatable bonds : 8
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 57.62
TPSA : 78.62 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) : -7.08 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 0.96
Log Po/w (WLOGP) : 1.02
Log Po/w (MLOGP) : 0.72
Log Po/w (SILICOS-IT) : 0.65
Consensus Log Po/w : 0.67

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.4
Solubility : 9.48 mg/ml ; 0.0395 mol/l
Class : Very soluble
Log S (Ali) : -2.2
Solubility : 1.52 mg/ml ; 0.00633 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.35
Solubility : 10.8 mg/ml ; 0.0449 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.55

Safety of [ 1118-89-4 ]

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 [ 1118-89-4 ]

* 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 [ 1118-89-4 ]
  • Downstream synthetic route of [ 1118-89-4 ]

[ 1118-89-4 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 1118-89-4 ]
  • [ 17342-08-4 ]
Reference: [1] Synthetic Communications, 1989, vol. 19, # 20, p. 3485 - 3496
  • 2
  • [ 1118-89-4 ]
  • [ 7149-65-7 ]
Reference: [1] Synthetic Communications, 1989, vol. 19, # 20, p. 3485 - 3496
  • 3
  • [ 64-17-5 ]
  • [ 56-86-0 ]
  • [ 1118-89-4 ]
YieldReaction ConditionsOperation in experiment
98%
Stage #1: at 70 - 75℃; for 5 h;
Stage #2: at 20 - 25℃; for 0.5 h;
To a 500 ml four-necked flask equipped with a stirrer, a thermometer and a reflux condenser (connected with 30percent aqueous sodium hydroxide solution), 300 g of ethanol was added.14.7 g (0.10 mol) L-glutamic acid, 25.0 g (0.08 mol) triphosgene, Heat, react at 70-75°C for 5 hours, cool to 20-25°C,Hydrogen chloride gas in the nitrogen substitution system was replaced 30 minutes later.Distillation recovers excess triphosgene and ethanol, then adds 100 to the residueMethyl tert-butyl ether, beaten, filtered and dried to give 23.5 g of a white solidL-glutamic acid diethyl ester hydrochloride, liquid purity 99.7percent, yield 98.0percent.
77.76%
Stage #1: at -10 - 10℃; for 1 h;
Stage #2: at 20 - 80℃; for 2 h;
Add 320 mL (5.48 mol, 40 eq) of absolute ethanol to a 1000 mL single-mouth bottle and cool to minus 10 ° C.To the reaction system, 28 mL (378.92 mmol, 2.8 eq) of thionyl chloride was slowly added dropwise.After the dropwise addition was completed, the reaction solution was stirred at a constant temperature of 10 ° C for 1 hour.Further, 20.08 g (136.48 mmol, 1 eq) of L-glutamic acid was added to the reaction system.The reaction solution was stirred at room temperature for 2 hours, then warmed to 80 ° C and the reaction was monitored by TLC.The reaction solution was concentrated under reduced pressure to remove the solvent, which was cooled and crystallized in a refrigerator.Add ethyl acetate (150 mL × 3), wash and filter by suction.The product obtained by drying (L-glutamic acid diethyl ester hydrochloride) was 25.44 g of a white solid, yield 77.76percent.
Reference: [1] Synthetic Communications, 2010, vol. 40, # 8, p. 1161 - 1179
[2] Patent: CN107602436, 2018, A, . Location in patent: Paragraph 0051; 0052
[3] Patent: CN108218739, 2018, A, . Location in patent: Paragraph 0116; 0117
[4] Chemistry of Natural Compounds, 1994, vol. 30, # 2, p. 238 - 244[5] Khimiya Prirodnykh Soedinenii, 1994, # 2, p. 261 - 268
[6] Synthetic Communications, 1989, vol. 19, # 20, p. 3485 - 3496
[7] European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 11 - 20
  • 4
  • [ 56-86-0 ]
  • [ 75-36-5 ]
  • [ 1118-89-4 ]
YieldReaction ConditionsOperation in experiment
99% at 0℃; for 4 h; Reflux EtOH (42 mL) was placed in a round-bottomed flask and cooled to 0 °C in an ice bath. Acetylchloride (3.6 mL, 50.0 mmol) was then slowly added to the EtOH with keeping thetemperature and magnetically string. After the reaction solution was starred at 0 °C for 30 min,L-glutamic acid (3.68 g, 25.0 mmol) was added to the mixture solution. The reaction solutionwas stirred under a reflux condition for 4 h. The resulting solution was evaluated undervacuum to obtain a colorless oil of 11′.
Reference: [1] Molecules, 2017, vol. 22, # 3,
  • 5
  • [ 64-17-5 ]
  • [ 1119-33-1 ]
  • [ 1118-89-4 ]
Reference: [1] International Journal of Pharmaceutics, 2018, vol. 546, # 1-2, p. 31 - 38
  • 6
  • [ 56-86-0 ]
  • [ 1118-89-4 ]
Reference: [1] Chemische Berichte, 1933, vol. 66, p. 151,158[2] Nippon Kagaku Kaishi, 1931, vol. 52, p. 844,850
  • 7
  • [ 1118-89-4 ]
  • [ 112887-68-0 ]
Reference: [1] Journal of Medicinal Chemistry, 1991, vol. 34, # 5, p. 1594 - 1605
  • 8
  • [ 1118-89-4 ]
  • [ 137281-23-3 ]
Reference: [1] Patent: US2016/214987, 2016, A1,
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