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SEBACIC ACID MONOMETHYL ESTER is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

818-88-2

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818-88-2 Usage

Purification Methods

Recrystallise the ester from Me2CO/pet ether or pet ether at low temperature and distil it in a vacuum. [Beilstein 2 IV 608.]

Check Digit Verification of cas no

The CAS Registry Mumber 818-88-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,1 and 8 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 818-88:
(5*8)+(4*1)+(3*8)+(2*8)+(1*8)=92
92 % 10 = 2
So 818-88-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H20O4/c1-15-11(14)9-7-5-3-2-4-6-8-10(12)13/h2-9H2,1H3,(H,12,13)

818-88-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Monomethyl Sebacate

1.2 Other means of identification

Product number -
Other names SEBACIC ACID MONOMETHYL ESTER

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:818-88-2 SDS

818-88-2Synthetic route

methanol
67-56-1

methanol

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With sulfonated poly-divinylbenzene-co-triallylamine at 24.84℃; for 12h;97%
With hydrogenchloride at 170℃; for 12h;38%
With sulfuric acid at 75 - 80℃;
dimethyl sebacate
106-79-6

dimethyl sebacate

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With sodium hydroxide; phosphate buffer for 3h; Ambient temperature; pig liver esterase;93%
With potassium hydroxide In methanol; diethyl ether; acetonitrile at 0℃; for 54h;85%
With barium dihydroxide In methanol for 17h;58%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With potassium permanganate; silica gel In benzene85%
Stage #1: Methyl 10-undecenoate With ozone In tetrahydrofuran at 0℃;
Stage #2: With semicarbazide hydrochloride In tetrahydrofuran at 0 - 20℃; Solvent; Inert atmosphere;
84%
Decanedioic acid methyl ester 2,2,2-trichloro-ethyl ester

Decanedioic acid methyl ester 2,2,2-trichloro-ethyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With tellurium; sodium tetrahydroborate In N,N-dimethyl-formamide Ambient temperature;82%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

A

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

B

methyl 10-(hydroxyimino)decanoate

methyl 10-(hydroxyimino)decanoate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate With ozone In tetrahydrofuran at 0℃;
Stage #2: With hydroxylamine hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
A 82%
B 12%
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

butanoic acid methyl ester
623-42-7

butanoic acid methyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With DOWEX 50W-X2 In Petroleum ether for 4h; Heating;58%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

A

10-oxo-decanoic acid methyl ester
14811-73-5

10-oxo-decanoic acid methyl ester

B

methyl 10,11-dihydroxyundecanoate
24724-06-9

methyl 10,11-dihydroxyundecanoate

C

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

D

Methyl-10-keto-11-hydroxyundecanoat
56078-11-6

Methyl-10-keto-11-hydroxyundecanoat

Conditions
ConditionsYield
With ruthenium trichloride; Oxone; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 1.1h; Product distribution; Further Variations:; Solvents; Reagents;A 12%
B 44%
C 7%
D 21%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

isopropyl alcohol
67-63-0

isopropyl alcohol

A

9-cyanononanoic acid methyl ester
53663-26-6

9-cyanononanoic acid methyl ester

B

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

C

methyl isopropyl sebacate

methyl isopropyl sebacate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate; isopropyl alcohol With ozone at 0℃;
Stage #2: With hydroxylamine hydrochloride at 0 - 20℃; Inert atmosphere;
A 30%
B 40%
C 20%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

A

9-cyanononanoic acid methyl ester
53663-26-6

9-cyanononanoic acid methyl ester

B

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

C

methyl 10-(hydroxyimino)decanoate

methyl 10-(hydroxyimino)decanoate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate With ozone; acetic acid In dichloromethane at 0℃;
Stage #2: With hydroxylamine hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere;
A 13%
B 18%
C 16%
methanol
67-56-1

methanol

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

A

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

B

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
With sulfuric acid
With hydrogenchloride
With naphthalene-2-sulfonate
methanol
67-56-1

methanol

A

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

B

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
Kochen bei der Destillation von Sebacinsaeure verbleibenden Rueckstandes;
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

dimethyl sebacate
106-79-6

dimethyl sebacate

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
at 300℃;
10-oxo-decanoic acid methyl ester
14811-73-5

10-oxo-decanoic acid methyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
Oxydation an der Luft;
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With aluminum oxide In cyclohexane; N,N-dimethyl-formamide Product distribution; study of selectivity of methylation on alumina surface;
Isobutyl bromide
78-77-3

Isobutyl bromide

methyl 10-chloro-10-oxodecanoate
14065-32-8

methyl 10-chloro-10-oxodecanoate

A

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

B

dimethyl sebacate
106-79-6

dimethyl sebacate

C

Decandisaeureethylmethylester
692-88-6

Decandisaeureethylmethylester

D

10-Keto-12-methyltridecansaeuremethylester
95799-78-3

10-Keto-12-methyltridecansaeuremethylester

Conditions
ConditionsYield
Yield given. Multistep reaction;
(10Z,13Z)-Hexadeca-10,13-dienoic acid methyl ester

(10Z,13Z)-Hexadeca-10,13-dienoic acid methyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With potassium permanganate; sodium periodate; potassium carbonate In water; tert-butyl alcohol for 12h; Ambient temperature;30 mg
methanol
67-56-1

methanol

10-undecenoic acid
112-38-9

10-undecenoic acid

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
solid phase synthesis; Yield given. Multistep reaction;
methanol
67-56-1

methanol

α-nitrocyclodecanone
13154-30-8

α-nitrocyclodecanone

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With Oxone; potassium hydroxide; sodium hydroxide; disodium hydrogenphosphate; water 1.) 65 deg C, 4 h, 2.) r.t., 4 h; Yield given. Multistep reaction;
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

MeX

MeX

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

sebacaldehydic acid methyl ester

sebacaldehydic acid methyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
Durch Oxydation an der Luft;
sebacic acid dimethyl ester

sebacic acid dimethyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With potassium hydroxide
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

sebacic acid dimethyl ester

sebacic acid dimethyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methanol
67-56-1

methanol

1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

sebacic acid dimethyl ester

sebacic acid dimethyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With naphthalene-2-sulfonate; water
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

acetic acid
64-19-7

acetic acid

A

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

B

9-oxo-nonane-carboxylic acid-(1)-methyl ester

9-oxo-nonane-carboxylic acid-(1)-methyl ester

Conditions
ConditionsYield
Behandlung der mit Wasser und Aether verduenten Loesung mit Zinkstaub;
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2SO4 / Heating
2: Ba(OH)2 / methanol / 20 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 90.8 percent / conc.H2SO4 / 4 h / Heating
2: 80.7 percent Turnov. / Ba(OH)2*8H2O / methanol; benzene / 20 h / Ambient temperature
View Scheme
1,10-decanedioic acid
111-20-6

1,10-decanedioic acid

lime/chalk/

lime/chalk/

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concd. H2SO4 / 3 h / Heating
2: Ba(OH)2 / methanol / 24 h / Ambient temperature
View Scheme
1,4-dioxane
123-91-1

1,4-dioxane

Re2 O7

Re2 O7

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
With acetic anhydride
Re2 O7

Re2 O7

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Conditions
ConditionsYield
In acetic acid
aqueous sodium sulphite

aqueous sodium sulphite

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

A

methyl 10,11-dihydroxyundecanoate
24724-06-9

methyl 10,11-dihydroxyundecanoate

B

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methyl 10-chloro-10-oxodecanoate
14065-32-8

methyl 10-chloro-10-oxodecanoate

Conditions
ConditionsYield
With thionyl chloride at 50℃; for 3h;98%
With thionyl chloride for 2h; Heating;95%
With oxalyl dichloride for 2h; Heating;94%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

Didemethylclomipramine

Didemethylclomipramine

methyl 10-((3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)amino)-10-oxodecan-oate

methyl 10-((3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)amino)-10-oxodecan-oate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 5h;95%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

1-(5-Aminoindolyl-2-carbonyl]-4-(3-(1-methylethyl)amino-2-pyridinyl)piperazine
136817-55-5

1-(5-Aminoindolyl-2-carbonyl]-4-(3-(1-methylethyl)amino-2-pyridinyl)piperazine

9-{2-[4-(3-Isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-ylcarbamoyl}-nonanoic acid methyl ester
174502-04-6

9-{2-[4-(3-Isopropylamino-pyridin-2-yl)-piperazine-1-carbonyl]-1H-indol-5-ylcarbamoyl}-nonanoic acid methyl ester

Conditions
ConditionsYield
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 30h; Ambient temperature;93%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

A

1,10-Decanediol
112-47-0

1,10-Decanediol

B

methyl 10-hydroxydecanoate
2640-94-0

methyl 10-hydroxydecanoate

Conditions
ConditionsYield
With water; Rh6(CO)16*Mo(CO)6 In 1,2-dimethoxyethane at 160℃; under 76000 Torr; for 16h;A 6%
B 91%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methyl 10-hydroxydecanoate
2640-94-0

methyl 10-hydroxydecanoate

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran Ambient temperature;90%
With sodium tetrahydroborate; benzene-1,2-diol; trifluoroacetic acid In tetrahydrofuran at 25℃; for 12h;89%
With diborane In tetrahydrofuran at -10℃; for 3h;81%
With diborane In tetrahydrofuran
With sodium tetrahydroborate; iodine 1) THF, r.t. 2) THF, 1 h, 0 deg C; Yield given. Multistep reaction;
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

2-(bis(4-methoxyphenyl)(phenyl)methoxy)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)ethan- 1-amine
745795-94-2

2-(bis(4-methoxyphenyl)(phenyl)methoxy)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)ethan- 1-amine

methyl 10-((2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)(2-((tert-butyldimethylsilyl)oxy)ethyl)amino)-10-oxodecanoate

methyl 10-((2-(bis(4-methoxyphenyl)(phenyl)methoxy)ethyl)(2-((tert-butyldimethylsilyl)oxy)ethyl)amino)-10-oxodecanoate

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;87%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;87%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;87%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;87%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

aniline
62-53-3

aniline

9-phenylcarbamoyl-nonanoic acid methyl ester
64785-83-7

9-phenylcarbamoyl-nonanoic acid methyl ester

Conditions
ConditionsYield
Stage #1: sebacic acid mono methyl ester With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.0833333h;
Stage #2: aniline In dichloromethane at 20℃; for 19h;
83%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methyl 9-chlorononanoate
22457-33-6

methyl 9-chlorononanoate

Conditions
ConditionsYield
With tert-butylhypochlorite; Ag(Phen)2OTf In acetonitrile at 45℃; for 27h; Inert atmosphere;82%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methyl 9-iodononanoate
75452-47-0

methyl 9-iodononanoate

Conditions
ConditionsYield
With N-iodo-succinimide; iodine In 1,2-dichloro-ethane at 100℃; for 8h; Sealed tube; Darkness;82%
memantine hydrochloride

memantine hydrochloride

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

rac-methyl 10-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)-10-oxodecanoate

rac-methyl 10-(((1r,3R,5S,7r)-3,5-dimethyladamantan-1-yl)amino)-10-oxodecanoate

Conditions
ConditionsYield
Stage #1: memantine hydrochloride With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: sebacic acid mono methyl ester In N,N-dimethyl-formamide for 5h; Inert atmosphere;
81%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methyl non-8-enoate
20731-23-1

methyl non-8-enoate

Conditions
ConditionsYield
With bis(triphenylphosphine)iridium(I) carbonyl chloride; acetic anhydride; potassium iodide at 160℃; for 5h; Inert atmosphere;80%
With carbon monoxide; 1,5-bis-(diphenylphosphino)pentane; acetic anhydride; potassium iodide; iron(II) chloride at 240℃; under 15201 Torr; for 3h;62%
With pyridine; lead(IV) acetate; copper diacetate In benzene for 3h; Heating;45%
With lead(IV) acetate
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

10-oxo-decanoic acid methyl ester
14811-73-5

10-oxo-decanoic acid methyl ester

Conditions
ConditionsYield
With methylphenylsilane; 2,2-dimethylpropanoic anhydride; Tri(p-tolyl)phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 80℃; for 20h; Schlenk technique; Inert atmosphere;79%
With potassium phosphate; sodium hypophosphite; 2,2-dimethylpropanoic anhydride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 60℃; for 16h;60%
Multi-step reaction with 2 steps
1: 90 percent / BH3*THF / tetrahydrofuran / Ambient temperature
2: 1.) oxalyl chloride, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 2 h, 2.) CH2Cl2, -78 deg C to room temp.
View Scheme
((3R,4S)-3,4-dimethylpyrrolidine-3,4-diyl)dimethanol
848616-46-6

((3R,4S)-3,4-dimethylpyrrolidine-3,4-diyl)dimethanol

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

racemic (cis) methyl 10-(3,4-bis(hydroxymethyl)-3,4-dimethylpyrrolidin-1-yl)-10-oxodecanoate

racemic (cis) methyl 10-(3,4-bis(hydroxymethyl)-3,4-dimethylpyrrolidin-1-yl)-10-oxodecanoate

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;77%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane77%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane61%
N-iodo-succinimide
516-12-1

N-iodo-succinimide

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

methyl 9-(2′,5′-dioxopyrrolidin-1′-yl)nonanoate

methyl 9-(2′,5′-dioxopyrrolidin-1′-yl)nonanoate

Conditions
ConditionsYield
Stage #1: N-iodo-succinimide; sebacic acid mono methyl ester With iodine In 1,2-dichloro-ethane at 100℃; for 8h; Sealed tube; Darkness;
Stage #2: With tetrabutylammomium bromide; potassium carbonate In acetone at 70℃; for 24h; Sealed tube;
75%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

9-Hydroperoxycarbonyl-nonanoic acid methyl ester
139030-05-0

9-Hydroperoxycarbonyl-nonanoic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide at 10℃; for 1h;74%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane
185990-03-8

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

C19H30O3Si

C19H30O3Si

Conditions
ConditionsYield
With diethylzinc; 2,2-dimethylpropanoic anhydride; sodium hydride In hexane; 1,2-dichloro-ethane; toluene at 90℃; for 18h; Glovebox; Inert atmosphere;74%
N-p-toluenesulfonylpyrrole
17639-64-4

N-p-toluenesulfonylpyrrole

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

10-oxo-10-[1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-decanoic acid methyl ester

10-oxo-10-[1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-decanoic acid methyl ester

Conditions
ConditionsYield
With trifluoroacetic anhydride In dichloromethane for 48h; Heating;73%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

(2,4-bis(benzyloxy)-5-isopropylphenyl)(5-aminoisoindolin-2-yl)methanone
913000-10-9

(2,4-bis(benzyloxy)-5-isopropylphenyl)(5-aminoisoindolin-2-yl)methanone

methyl 10-((2-(2,4-bis(benzyloxy)-5-isopropylbenzoyl)isoindolin-5-yl) amino)-10-oxodecanoate

methyl 10-((2-(2,4-bis(benzyloxy)-5-isopropylbenzoyl)isoindolin-5-yl) amino)-10-oxodecanoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 5h;73%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

(3-amino-5-hydroxymethylphenyl)methanol
71176-54-0

(3-amino-5-hydroxymethylphenyl)methanol

methyl 10-((3,5-bis(hydroxymethyl)phenyl)amino)-10-oxodecanoate

methyl 10-((3,5-bis(hydroxymethyl)phenyl)amino)-10-oxodecanoate

Conditions
ConditionsYield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In methanol; dichloromethane at 20℃; for 2h;72%
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In methanol; dichloromethane at 20℃; for 2h;72%
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In methanol; dichloromethane at 20℃; for 2h;72%
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In methanol; dichloromethane at 20℃; for 2h;72%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

C27H44O7
1399361-46-6

C27H44O7

Conditions
ConditionsYield
Stage #1: sebacic acid mono methyl ester With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: fumagillol; dmap In dichloromethane at 20℃;
67%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

2,5-di-O-[(tert-butyl)dimethylsilyl]-1,3,4-trideoxy-1,4-imino-D-erythro-pentitol

2,5-di-O-[(tert-butyl)dimethylsilyl]-1,3,4-trideoxy-1,4-imino-D-erythro-pentitol

C28H57NO5Si2

C28H57NO5Si2

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;65%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;65%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;65%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;65%
sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

C17H39NO2Si2

C17H39NO2Si2

C28H57NO5Si2

C28H57NO5Si2

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;65%
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate ethyl ester

1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate ethyl ester

sebacic acid mono methyl ester
818-88-2

sebacic acid mono methyl ester

ethyl 1-cyclopropyl-6-fluoro-7-[4-(10-methoxy-10-oxodecanoyl)piperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylate

ethyl 1-cyclopropyl-6-fluoro-7-[4-(10-methoxy-10-oxodecanoyl)piperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylate

Conditions
ConditionsYield
Stage #1: sebacic acid mono methyl ester With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.0833333h;
Stage #2: 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate ethyl ester In dichloromethane at 20℃; for 21h;
65%

818-88-2Relevant articles and documents

Silica-Mediated Monohydrolysis of Dicarboxylic Esters

Dyker, Gerald

supporting information, p. 6773 - 6776 (2021/12/31)

A new method for the monohydrolysis of dicarboxylic esters is presented, involving as key step a silanolysis at elevated temperatures at the silica gel surface. In the second step, the surface bound silyl esters are cleaved off under mild conditions, giving a straightforward and fast access to half esters. Based on recovered starting material generally yields well above 70 % are achieved, both, with stiff aromatic as well as flexible aliphatic substrates, as long as the ester groups involved are remote enough from each other. Otherwise competing reactions are becoming determinative, anhydride formation in the case of phthalates and decarbonylative fragmentation in the case of malonates. The new method was also successfully tested on a multigram scale with a minimalistic apparatus setup.

Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine

Andronova, Valeriya L.,Charushin, Valery N.,Galegov, Georgii А.,Krasnov, Victor P.,Levit, Galina L.,Vozdvizhenskaya, Olga А.

, p. 490 - 497 (2021/06/26)

[Figure not available: see fulltext.] A method for the synthesis of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine containing fragments of ω-amino acids with different lengths of the polymethylene chain as a linker has been developed. It was found in experiments in vitro that the obtained compounds are active against the herpes simplex virus type 1, including the acyclovir-resistant strain.

Synthetic method of octadecanedioic acid mono-tert-butyl ester

-

Paragraph 0020-0021; 0025-0026; 0030-0031, (2020/11/22)

The invention relates to the field of organic synthesis, in particular to a synthesis method of octadecanedioic acid mono-tert-butyl ester, which comprises the following steps: carrying out reflux esterification on sebacic acid and methanol to obtain octadecanedioic acid monomethyl ester, reacting the octadecanedioic acid monomethyl ester with isobutene under the action of a composite catalyst, concentrating, alkalizing the concentrated solution, extracting, drying and filtering. Compared with the prior art, the method has the advantages that the selectivity is good, the reaction conversion rate is high, the total yield of a final product reaches 96% or above, and the purity reaches 95% or above. The adopted composite catalyst is different from a traditional acid catalyst, Fe is dopedin bismuth vanadate, bismuth vanadate crystal lattices can be introduced into defect positions, the crystallinity is changed, and the proton or electron trapping capacity of a semiconductor can be enhanced; photocatalyst activity is improved, the bismuth vanadate is loaded on the surface of lignin amine to form a core/membrane structure used for catalyzing esterification of carboxylic acid and olefin, and the catalyst can be separated and recycled by means of magnetic separation and the like, and can be repeatedly used for multiple times without reduction in catalytic effect.

PYRIDAZINE DERIVATIVES AS SMARCA2/4 DEGRADERS

-

Page/Page column 91-92; 92, (2019/11/12)

The present invention provides pyridazine derivatives of formula (I), which are therapeutically useful as SMARCA2/4 degraders. These compounds are useful in the treatment and/or prevention of diseases or disorders dependent upon SMARCA2/4 in a mammal. The present invention also provides preparation of the compounds and pharmaceutical compositions comprising at least one of the pyridazine derivatives of formula (I) or a pharmaceutically acceptable salt, or a stereoisomer thereof.

Sulfonated porous organic polymer as a highly efficient catalyst for the synthesis of biodiesel at room temperature

Gomes, Ruth,Bhanja, Piyali,Bhaumik, Asim

, p. 110 - 116 (2015/11/11)

A new functionalized porous organic polymer bearing sulfonic acid groups (PDVTA-SO3H) at the pore surface with high surface area (SBET = 406 m2 g-1) and Bronsted acidity is reported. The material has been synthesized via post-synthetic sulfonation of the porous co-polymer poly-divinylbenzene-co-triallylamine (PDVTA-1) using chlorosulfonic acid as sulfonating agent. A detailed characterization of the -SO3H functionalized porous polymeric material has been carried out using N2 sorption, FT-IR and UV-vis spectroscopy, HR-TEM, FE-SEM, thermogravimetric and elemental analyses. Temperature programmed desorption of NH3 (TPD-NH3 analysis) of PDVTA-SO3H revealed a very high surface acidity of 2.3 mmol g-1. Such high acidity of PDVTA-SO3H has been explored to investigate its catalytic efficiency towards eco-friendly production of biodiesel via esterification of long-chain free fatty acids (FFA) to the respective fatty acid monoalkyl esters (FAMEs) at room temperature using methanol as reactant as well as solvent. The sulfonated porous polymer is found to be a very active and reusable solid acid catalyst giving high yields (~92-98%) of various biodiesel compounds under very mild reaction conditions.

One-pot ozonolytic synthesis of acyclic α,ω-bifunctional compounds from methyl 10-undecenoate and 10-undecen-1-ol

Legostaeva,Botsman,Nazarov,Yakovleva,Garifullina,Khalikov,Ishmuratov

, p. 935 - 940 (2015/10/12)

Transformations of peroxy products formed by ozonolysis of undecylenic acid derivatives (methyl ester and hydride reduction product, 10-undecen-1-ol) in various protic and aprotic solvents (MeOH, Pr i OH, tetrahydrofuran, 1: 5 AcOH-CH2Cl2 mixture), occurring under the action of such reductants as hydroxylamine and semicarbazide hydrochlorides, were studied. These reductants exhibit high performance and in some cases high chemoselectivity, which allowed the development of a number of one-pot procedures for the synthesis of acyclic α,ω-bifunctional compounds, the majority of which are widely used in medicine, perfumery, cosmetics, engineering, and chemical industry, e.g., as block synthons in targeted organic synthesis.

A detailed identification study on high-temperature degradation products of oleic and linoleic acid methyl esters by GC-MS and GC-FTIR

Berdeaux, Olivier,Fontagné, Stéphanie,Sémon, Etienne,Velasco, Joaquin,Sébédio, Jean Louis,Dobarganes, Carmen

experimental part, p. 338 - 347 (2012/06/29)

GC-MS and GC-FTIR were complementarily applied to identify oxidation compounds formed under frying conditions in methyl oleate and linoleate heated at 180 °C. The study was focused on the compounds that originated through hydroperoxide scission that remain attached to the glyceridic backbone in fats and oils and form part of non-volatile molecules. Twenty-one short-chain esterified compounds, consisting of 8 aldehydes, 3 methyl ketones, 4 primary alcohols, 5 alkanes and 1 furan, were identified. In addition, twenty non-esterified volatile compounds, consisting of alcohols, aldehydes and acids, were also identified as major non-esterified components. Furanoid compounds of 18 carbon atoms formed by a different route were also identified in this study. Overall, the composition of the small fraction originated from hydroperoxide scission provides a clear idea of the complexity of the new compounds formed during thermoxidation and frying.

Novel (3,5-di-tert-butyl-2-hydroxy-phenylcarbamoyl)-alkanoic acids as potent antioxidants

Lodyato, Vladimir I.,Yurkova, Irina L.,Sorokin, Viktor L.,Shadyro, Oleg I.,Dolgopalets, Vladimir I.,Kisel, Mikhail A.

, p. 4253 - 4256 (2007/10/03)

A series of novel phenolic antioxidants of amphiphilic structure has been synthesized. Investigations into the influence of aliphatic spacer length and nature of a hydrophilic anchor on the antioxidant activity allowed elucidating certain structure requirements for the membrane-addressed antioxidant designing.

Ruthenium-catalyzed oxidative cleavage of olefins to aldehydes

Yang,Zhang

, p. 4814 - 4818 (2007/10/03)

Three oxidation protocols have been developed to cleave olefins to carbonyl compounds with ruthenium trichloride as catalyst (3.5 mol %). These methods convert olefins that are not fully substituted to aldehydes rather than carboxylic acids. While aryl olefins were cleaved to aromatic aldehydes in excellent yields by using the system of RuCl3-Oxone-NaHCO3 in CH3CN-H2O (1.5:1), aliphatic olefins were converted into alkyl aldehydes with RuCl3-NaIO4 in 1,2-dichloroethane-H2O (1:1) in good to excellent yields. It is noteworthy that terminal aliphatic olefins were cleaved to the corresponding aldehydes in excellent yields by using RuCl3-NaIO4 in CH3CN-H2O (6:1).

Transformations of higher terpenoids: IV. Synthesis and spectral parameters of glycyrrhetinic acid derivatives containing amino acid fragments

Petrenko,Petukhova,Shakirov,Shul'ts,Tolstikov

, p. 982 - 995 (2007/10/03)

New glycyrrhetinic acid derivatives containing amino acid and amino ester fragments were synthesized as potential biologically active substances. NMR spectra of the newly synthesized compounds were studied, and assignment of signals of the C8 and C14 carbon atoms in the terpenoid fragment was refined.

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