[ CAS No. 111-82-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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2D 3D

Structure of 111-82-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 111-82-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 111-82-0 ]

SDS Specification

Alternatived Products of [ 111-82-0 ]

Product Details of [ 111-82-0 ]

CAS No. :	111-82-0	MDL No. :	MFCD00008966
Formula :	C₁₃H₂₆O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UQDUPQYQJKYHQI-UHFFFAOYSA-N
M.W :	214.34	Pubchem ID :	8139
Synonyms :	Methyl dodecanoate;C12:0 Methyl ester	Chemical Name :	Methyl dodecanoate

Calculated chemistry of [ 111-82-0 ] Expand+

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.92
Num. rotatable bonds :	11
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	65.89
TPSA :	26.3 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-3.77 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.48
Log Po/w (XLOGP3) :	5.41
Log Po/w (WLOGP) :	4.08
Log Po/w (MLOGP) :	3.42
Log Po/w (SILICOS-IT) :	4.08
Consensus Log Po/w :	4.1

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.85
Solubility :	0.0302 mg/ml ; 0.000141 mol/l
Class :	Soluble
Log S (Ali) :	-5.72
Solubility :	0.000411 mg/ml ; 0.00000192 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-4.4
Solubility :	0.00857 mg/ml ; 0.00004 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	2.09

Safety of [ 111-82-0 ]

Signal Word:	Danger	Class:	9
Precautionary Statements:	P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330	UN#:	3082
Hazard Statements:	H302-H319-H372-H410	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 111-82-0 ]

* 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 [ 111-82-0 ]
Downstream synthetic route of [ 111-82-0 ]

[ 111-82-0 ] Synthesis Path-Upstream 1~3

1
[ 111-82-0 ]
[ 67-63-0 ]
[ 10233-13-3 ]

Reference： [1] Chemistry Letters, 1997, # 1, p. 55 - 56

2
[ 111-82-0 ]
[ 111-42-2 ]
[ 120-40-1 ]

Yield	Reaction Conditions	Operation in experiment
85%	at 100℃; for 5 h;	The raw materials fatty acidmethyl ester and diethanolamine (moleratio: 1:1.1)were mixed and reacted at 100 °C for 5 h. NaOH was used asa catalyst with mass concentration of 0.5 wtpercent. After the reaction, the solution was concentrated in rotary evaporator. After drying, the fatty acid alkanolamide is obtained. The yield is 85percent.
84.24%	at 110℃; for 5 h;	A mixture of 21.43 g of methyl laurate (CnH23C00CH3, 0.1 mol) and 11.04 g of diethanolamine (0.105 mol) were mixed in a three-necked flask equipped with a magnetic rotor, a condenser and a thermometer, and 0.20 g of sodium hydroxide The total mass of the total reactants was 0.62percent). The flask was heated to 110 ° C in an oil bath. After stirring for 5 h, the flask was steam dried and cooled to give 24.21 g of lauric acid alkanolamide in a yield of 84.24percent.

Reference： [1] New Journal of Chemistry, 2015, vol. 39, # 9, p. 7097 - 7104
[2] RSC Advances, 2016, vol. 6, # 61, p. 55800 - 55808
[3] Journal of Molecular Liquids, 2016, vol. 223, p. 68 - 74
[4] Patent: CN103805155, 2016, B, . Location in patent: Paragraph 0040; 0041
[5] Journal of agricultural and food chemistry, 2001, vol. 49, # 12, p. 5761 - 5764

3
[ 111-82-0 ]
[ 59409-41-5 ]
[ 52315-75-0 ]

Yield	Reaction Conditions	Operation in experiment
32%	at 80℃; for 54 h; Inert atmosphere	General procedure: Commercially available ionized liquid tetrabutylphosphonium glycinate (Gly-TBP, manufactured by Katayama Pharmaceutical Co., Ltd., colorless transparent liquid, moisture content: 0.11 mass percent) was used as the component (A).In a high purity argon atmosphere, Lau-OMe was added to 1 kg of the above Gly-TBP so that the amount of methyl laurate (Lau-OMe, Wako Pure Chemical Industries, Ltd.) was 500 mmol (Gly-TBP: Lau-OMe molar ratio = 6: 1). After thorough stirring of the obtained solution, it was confirmed that the whole solution became homogeneous, and then the reaction was started by heating to 60 ° C. while stirring in a water bath. Each time-lapse sample was analyzed by HPLC to confirm formation of N-acylamino acid (N-lauroylglycine). After 86 hours, the yield of N-acylamino acid (N-lauroylglycine) was about 82percent

Reference： [1] Patent: JP6011999, 2016, B2, . Location in patent: Paragraph 0024; 0026; 0027; 0029

[ 111-82-0 ] Synthesis Path-Downstream 1~6

1
[ 71-23-8 ]
[ 111-82-0 ]
[ 3681-78-5 ]

Reference： [1]Synthetic Communications,1999,vol. 29,p. 1129 - 1133
[2]Chemistry Letters,1997,p. 55 - 56

2
[ 7583-53-1 ]
[ 111-82-0 ]
(3-lauroyloxymethyl-1-methylpiperidinium-1-yl)acetate [ No CAS ]

Reference： [1]Patent: WO2016/64620,2016,A1

3
[ 7583-53-1 ]
[ 111-82-0 ]
(1-methylpiperidin-3-yl)methyl laurate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
401.7 g	With Novozym 435; In n-heptane; at 65℃; under 65 - 85 Torr;Dean-Stark;	To a 3-neck, 2-L round bottom flask fitted with an overhead stirrer and a Dean-Stark trap with cold-finger condenser was added methyl laurate (302 g, 1 .41 mol) and 3-hydroxymethyl-1 -methylpiperidine (200 g, 1 .56 mol). Novozym 435 (30 g) was added, followed by the addition of heptane (120 mL). The internal pressure was reduced to 85 mm Hg and controlled by a vacuum regulator. The mixture was heated to 65°C. After 1 .5 hrs, 23 ml_ of methanol had collected in the Dean-Stark trap. At that point, the reaction was cooled to ambient temperature. The mixture was allowed to stand overnight. The following morning, the pressure was once again reduced to 85 mm Hg, and the mixture was heated to 65°C. The reaction was checked by 1 H NMR after 5.5 hours. Additional 3-hydroxymethyl-1 -methylpiperidine (9.00 g) was added. After 7.5 hrs, the mixture was cooled to ambient temperature. Then additional 3-hydroxymethyl-4-methylpiperidine (17.9 g) was once again added. The pressure was reduced to 65 mm Hg, and the mixture was heated to 65°C. After 5 hrs, the reaction was stopped. The mixture was filtered, and the solids were washed with additional heptane. Heptane (500 ml_) was added to the organics, which were then washed with water (1 x 500 ml_). After the layers were separated, the organics were dried with Na2SO4. After filtration, most of the volatiles were removed at reduced pressure. The remaining material was heated to 50°C and sparged (subsurface) for ca. 24 hrs with nitrogen at 100 mL/min to drive off residual heptane affording the title compound as a pale yellow oil (401 .7 g) that was 98.4percent pure by 1 H NMR analysis. 1 H NMR (300 MHz, CDCI3) delta 3.95 (m, 2H), 2.08 (m, 2H), 2.30 (t, J = 9 Hz, 2H), 2.27 (s, 3H) 2.01 -1 .83 (m, 2H); 1 .77-1 .56 (m, 8H); 1 .37-1 .21 (m, 17H), 0.89 (t, 3H).HPLC (150 x 4.6 mm Zorbax SB-C8 column, 75:25 (v:v) (0191) methanol :water (containing 0.1 vol percent trifluoroacetic acid) for 10 min, gradient to 100percent methanol over 1 min, held at 100percent methanol for 9 min, ELSD detection): tR (laurate ester) 5.0 min.

Reference： [1]Patent: WO2016/64620,2016,A1 .Location in patent: Paragraph 0085

4
[ 111-82-0 ]
[ 142-47-2 ]
[ 3397-65-7 ]

Yield	Reaction Conditions	Operation in experiment
88.67%	With magnesium oxide; potassium oxide; at 20 - 40℃; for 3h;pH 10 - 13;	The molar ratio of raw material methyl laurate and sodium glutamate of 1.8: 0.7 was chosen to mix potassium oxide in a molar ratio of 2: 1And magnesium oxide is a metal oxide catalyst, and the catalyst is added in an amount of 0.05 wtpercent of the total amount of the reactants.The synthesis was prepared according to the one-step synthesis method in Example 1, in which the reaction temperature of the primary mixer was generally controlled at20 to 30 degrees, in particular, a mixer inlet temperature control at 25 degrees, a mixer outlet temperature control at25 degrees; pH maintained at 10. The reaction temperature of the secondary mixer is generally controlled between 30 and 40 degrees. Specifically, the secondary mixingThe feed inlet temperature control 35 degrees, two mixer outlet temperature control at 35 degrees; pH maintained at 13.After the reaction was completed, 0.069percent methanol was separated to obtain lauroyl glutamic acid having an active content of 88.67percentSodium, purity up to 98percent.

Reference： [1]Patent: CN107353223,2017,A .Location in patent: Paragraph 0028; 0029; 0030

5
[ 111-82-0 ]
C₁₆H₃₆P⁽¹⁺⁾*C₅H₇NO₄^(2-)*H⁽¹⁺⁾ [ No CAS ]
[ 3397-65-7 ]

Yield	Reaction Conditions	Operation in experiment
15%	at 80℃; for 54h;Inert atmosphere;	General procedure: Commercially available ionized liquid tetrabutylphosphonium glycinate (Gly-TBP, manufactured by Katayama Pharmaceutical Co., Ltd., colorless transparent liquid, moisture content: 0.11 mass percent) was used as the component (A).In a high purity argon atmosphere, Lau-OMe was added to 1 kg of the above Gly-TBP so that the amount of methyl laurate (Lau-OMe, Wako Pure Chemical Industries, Ltd.) was 500 mmol (Gly-TBP: Lau-OMe molar ratio = 6: 1). After thorough stirring of the obtained solution, it was confirmed that the whole solution became homogeneous, and then the reaction was started by heating to 60 ° C. while stirring in a water bath. Each time-lapse sample was analyzed by HPLC to confirm formation of N-acylamino acid (N-lauroylglycine). After 86 hours, the yield of N-acylamino acid (N-lauroylglycine) was about 82percent

Reference： [1]Patent: JP6011999,2016,B2 .Location in patent: Paragraph 0024; 0026; 0028; 0029

6
[ 50584-68-4 ]
[ 111-82-0 ]
panthenyl monolaurate [ No CAS ]

Reference： [1]Green Chemistry,2019,vol. 21,p. 3353 - 3361

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Technical Information

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[ 111-82-0 ]

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[ CAS No. 111-82-0 ] {[proInfo.proName]}

Quality Control of [ 111-82-0 ]

Related Doc. of [ 111-82-0 ]

Product Details of [ 111-82-0 ]

Calculated chemistry of [ 111-82-0 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 111-82-0 ]

Application In Synthesis of [ 111-82-0 ]

[ 111-82-0 ] Synthesis Path-Upstream 1~3

[ 111-82-0 ] Synthesis Path-Downstream 1~6

Technical Information

Related Functional Groups of [ 111-82-0 ]

Aliphatic Chain Hydrocarbons

Esters

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 111-82-0 ]