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  • 99-15-0 Structure
  • Basic information

    1. Product Name: Acetylleucine
    2. Synonyms: IFLAB-BB F0777-0821;acetylleucine;ACETYL-DL-LEUCINE;ACETYL-DL-LEUCINE, N-;AC-DL-LEU-OH;AKOS BBS-00004735;N-ACETYL-DL-LEU;N-ACETYL-DL-LEUCINE
    3. CAS NO:99-15-0
    4. Molecular Formula: C8H15NO3
    5. Molecular Weight: 173.21
    6. EINECS: 202-734-9
    7. Product Categories: Amino Acids Derivatives;Amino Acids;Amino Acid Derivatives;Leucine [Leu, L];Amino Acids and Derivatives;Ac-Amino Acids;Amino Acids (N-Protected);Biochemistry;Amino Acid Derivatives;A - H;Amino Acids;Modified Amino Acids;TANGANIL
    8. Mol File: 99-15-0.mol
  • Chemical Properties

    1. Melting Point: 160°C
    2. Boiling Point: 369.7 °C at 760 mmHg
    3. Flash Point: 177.4 °C
    4. Appearance: white powder
    5. Density: 1.069 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: −20°C
    8. Solubility: almost transparency in EtOH
    9. PKA: 3.67±0.10(Predicted)
    10. CAS DataBase Reference: Acetylleucine(CAS DataBase Reference)
    11. NIST Chemistry Reference: Acetylleucine(99-15-0)
    12. EPA Substance Registry System: Acetylleucine(99-15-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 99-15-0(Hazardous Substances Data)

99-15-0 Usage

Uses

antivertigo

World Health Organization (WHO)

The products were indicated for the treatment of vertigo and had been authorized for marketing under the "grandfather" clause, which waives full registration requirements for products marketed before 1963.

Check Digit Verification of cas no

The CAS Registry Mumber 99-15-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 99-15:
(4*9)+(3*9)+(2*1)+(1*5)=70
70 % 10 = 0
So 99-15-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H15NO3/c1-5(2)4-7(8(11)12)9-6(3)10/h5,7H,4H2,1-3H3,(H,9,10)(H,11,12)

99-15-0 Well-known Company Product Price

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  • TCI America

  • (A0097)  N-Acetyl-DL-leucine  >99.0%(T)

  • 99-15-0

  • 5g

  • 230.00CNY

  • Detail
  • TCI America

  • (A0097)  N-Acetyl-DL-leucine  >99.0%(T)

  • 99-15-0

  • 25g

  • 660.00CNY

  • Detail
  • Alfa Aesar

  • (H27441)  N-Acetyl-DL-leucine, 99%   

  • 99-15-0

  • 5g

  • 185.0CNY

  • Detail
  • Alfa Aesar

  • (H27441)  N-Acetyl-DL-leucine, 99%   

  • 99-15-0

  • 25g

  • 654.0CNY

  • Detail
  • Alfa Aesar

  • (H27441)  N-Acetyl-DL-leucine, 99%   

  • 99-15-0

  • 100g

  • 2285.0CNY

  • Detail

99-15-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Acetyl-DL-leucine

1.2 Other means of identification

Product number -
Other names DL-Leucine, N-acetyl-

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:99-15-0 SDS

99-15-0Synthetic route

acetamide
60-35-5

acetamide

carbon monoxide
201230-82-2

carbon monoxide

isovaleraldehyde
590-86-3

isovaleraldehyde

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With sulfuric acid; lithium bromide; bis(triphenylphosphine)palladium dibromide In various solvent(s) at 120℃; under 45003.6 Torr; for 12h;99%
With 1-methyl-pyrrolidin-2-one; sulfuric acid; lithium bromide; palladium on activated charcoal at 100℃; under 45003.6 Torr; for 12h;75%
With sulfuric acid; triphenylphosphine; lithium bromide; palladium on activated charcoal In 1-methyl-pyrrolidin-2-one; toluene at 90℃; under 45003.6 Torr; for 16h;64.4%
With 3-ethyl-1-methyl-1H-imidazol-3-ium bromide; triphenylphosphine; palladium(II) bromide at 100℃; under 45004.5 Torr; for 15h;63%
With hydrogenchloride; potassium tetrachloroplatinate; triphenylphosphine In 1,4-dioxane at 120℃; under 45600 Torr; for 15h;44%
L-leucine
61-90-5

L-leucine

acetic acid
64-19-7

acetic acid

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
at 150℃; microwave irradiation;94%
acetamide
60-35-5

acetamide

carbon monoxide
201230-82-2

carbon monoxide

isobutene
115-11-7

isobutene

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With carbonylhydridetris(triphenylphosphine)rhodium(I); dicobalt octacarbonyl; hydrogen In ethyl acetate at 120℃; for 4h;84%
acetamide
60-35-5

acetamide

2-methyl-1-buten-4-ol
763-32-6

2-methyl-1-buten-4-ol

carbon monoxide
201230-82-2

carbon monoxide

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I); dicobalt octacarbonyl In 1,4-dioxane at 100℃; under 100 Torr; for 12h;62%
With hydrogen; dicobalt octacarbonyl; Co-catalyst In 1,4-dioxane at 110℃; under 60800 - 83600.1 Torr;34%
acetamide
60-35-5

acetamide

carbon monoxide
201230-82-2

carbon monoxide

3-methyl-2-buten-1-ol
556-82-1

3-methyl-2-buten-1-ol

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I); dicobalt octacarbonyl In 1,4-dioxane at 110℃; under 60800 - 83600.1 Torr; for 12h;62%
Ketene
463-51-4

Ketene

L-leucine
61-90-5

L-leucine

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With water
is sauer Loesung;
acetylamino-isobutyl-malonic acid
408536-45-8

acetylamino-isobutyl-malonic acid

N-acetylleucine
99-15-0

N-acetylleucine

DL-leucine ethyl ester
2899-43-6

DL-leucine ethyl ester

acetic anhydride
108-24-7

acetic anhydride

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
durch nachfolgende Verseifung mit Natronlauge;
acetic anhydride
108-24-7

acetic anhydride

LEUCINE
328-39-2

LEUCINE

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With sodium hydroxide l(-)-acetylleucine;
With sodium hydrogencarbonate In 1,4-dioxane; water Ambient temperature; Yield given;
acetic acid
64-19-7

acetic acid

LEUCINE
328-39-2

LEUCINE

N-acetylleucine
99-15-0

N-acetylleucine

Ketene
463-51-4

Ketene

LEUCINE
328-39-2

LEUCINE

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With water
With water l(-)-acetylleucine;
acetamide
60-35-5

acetamide

carbon monoxide
201230-82-2

carbon monoxide

3-methyl-2-buten-1-ol
556-82-1

3-methyl-2-buten-1-ol

A

N-acetylleucine
99-15-0

N-acetylleucine

B

2-acetamido-4-methylhexanoic acid
757959-97-0

2-acetamido-4-methylhexanoic acid

C

2-acetamido-5-methylhexanoic acid
5440-33-5

2-acetamido-5-methylhexanoic acid

Conditions
ConditionsYield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I); dicobalt octacarbonyl In 1,4-dioxane Product distribution; Mechanism; 100 atm, 25 deg C and 120 deg C, 16 h, then 130 atm 2 to 3 h; reactions of derivatives;
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I); dicobalt octacarbonyl In 1,4-dioxane 100 atm, 25 deg C and 120 deg C, 16 h, then 130 atm 2 to 3 h; Yield given. Yields of byproduct given;
acetamide
60-35-5

acetamide

3,10-diethyl-3,6,10-trimethyl-4,9-dioxa-3,10-disiladodecane
105746-99-4

3,10-diethyl-3,6,10-trimethyl-4,9-dioxa-3,10-disiladodecane

3-methyl-2-buten-1-ol
556-82-1

3-methyl-2-buten-1-ol

A

N-acetylleucine
99-15-0

N-acetylleucine

B

2-acetamido-4-methylhexanoic acid
757959-97-0

2-acetamido-4-methylhexanoic acid

C

2-acetamido-5-methylhexanoic acid
5440-33-5

2-acetamido-5-methylhexanoic acid

Conditions
ConditionsYield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I); dicobalt octacarbonyl In 1,4-dioxane 100 atm, 25 deg C and 120 deg C, 16 h, then 130 atm 2 to 3 h; Yield given. Yields of byproduct given;
2-Acetamidoacrylic acid
5429-56-1

2-Acetamidoacrylic acid

isopropylmercury(II) chloride
30615-19-1

isopropylmercury(II) chloride

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With sodium tetrahydroborate; triphenylphosphine; trifluoroacetic acid; Wang resin; diethylazodicarboxylate 1.) THF, 24 h, RT; 2.) CH2Cl2, H2O, 90 min, RT; 3.) CH2Cl2, RT, 30 min; Yield given; Multistep reaction;
N-Ac-Leu
1188-21-2

N-Ac-Leu

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

N-acetylleucine
99-15-0

N-acetylleucine

B

(S)-2-(2,2,2-trifluoroacetamido)-4-methylpentanoic acid
1480-30-4

(S)-2-(2,2,2-trifluoroacetamido)-4-methylpentanoic acid

C

racemic L-leucine

racemic L-leucine

water
7732-18-5

water

5-ethoxy-4-isobutyl-2-methyl-oxazole; hydrochloride

5-ethoxy-4-isobutyl-2-methyl-oxazole; hydrochloride

N-acetylleucine
99-15-0

N-acetylleucine

N-Ac-Leu
1188-21-2

N-Ac-Leu

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With tricyclohexylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In acetonitrile at 60℃; for 48h; Racemization;
acetylamino-isobutyl-malonic acid diethyl ester
151962-48-0

acetylamino-isobutyl-malonic acid diethyl ester

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq.-ethanolic NaOH
View Scheme
ethyl 2-acetamido-2-ethoxycarbonyl-4-methyl-4-pentenoic acid
37944-29-9

ethyl 2-acetamido-2-ethoxycarbonyl-4-methyl-4-pentenoic acid

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Raney nickel; ethanol
2: aq.-ethanolic NaOH
View Scheme
acetyl chloride
75-36-5

acetyl chloride

LEUCINE
328-39-2

LEUCINE

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 20℃; Inert atmosphere;
4-nitrophenol acetate
830-03-5

4-nitrophenol acetate

LEUCINE
328-39-2

LEUCINE

N-acetylleucine
99-15-0

N-acetylleucine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 24.84℃; pH=8.5 - 9; Kinetics;
N-acetylleucine
99-15-0

N-acetylleucine

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

N-acetyl-DL-CH3CH(CH3)CH2CHNHCOO-tri-n-butyltin
1801-46-3

N-acetyl-DL-CH3CH(CH3)CH2CHNHCOO-tri-n-butyltin

Conditions
ConditionsYield
byproducts: H2O;88%
byproducts: H2O;88%
In toluene byproducts: H2O; azeotropic dehydration with toluene; recrystn. (benzene) or sublimation;
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

N-acetylleucine
99-15-0

N-acetylleucine

1,3-dioxoisoindolin-2-yl acetylleucinate
97433-42-6

1,3-dioxoisoindolin-2-yl acetylleucinate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;80%
formaldehyd
50-00-0

formaldehyd

N-acetylleucine
99-15-0

N-acetylleucine

3-Acetyl-4-isobutyl-5-oxazolidinone
150577-30-3

3-Acetyl-4-isobutyl-5-oxazolidinone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene72%
With diethyldichlorosilane Heating;60%
betahistine
5638-76-6

betahistine

N-acetylleucine
99-15-0

N-acetylleucine

(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-(2-pyridin-2-yl-ethyl)-amide

(S)-2-Acetylamino-4-methyl-pentanoic acid methyl-(2-pyridin-2-yl-ethyl)-amide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide at 20℃; Condensation;70%
N-acetylleucine
99-15-0

N-acetylleucine

propargyl bromide
106-96-7

propargyl bromide

N-acetylleucine propargyl ester

N-acetylleucine propargyl ester

Conditions
ConditionsYield
Stage #1: N-acetylleucine With potassium carbonate
Stage #2: propargyl bromide
65%
C6H4NCH2CHCCH2
491-35-0

C6H4NCH2CHCCH2

N-acetylleucine
99-15-0

N-acetylleucine

C17H22N2O

C17H22N2O

Conditions
ConditionsYield
With ammonium peroxydisulfate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In dimethyl sulfoxide at 20℃; Irradiation; Inert atmosphere;61%
N-acetylleucine
99-15-0

N-acetylleucine

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (2R,4R)-4-isobutyl-2-methyl-3-nitro-5-oxo-oxazolidin-2-yl ester
130668-74-5

Acetic acid (2R,4R)-4-isobutyl-2-methyl-3-nitro-5-oxo-oxazolidin-2-yl ester

Conditions
ConditionsYield
With nitric acid 1.) -20 deg C, 10 min, 2.) -20 deg C to 0 deg C, 5 min;50%
N-acetylleucine
99-15-0

N-acetylleucine

acetic anhydride
108-24-7

acetic anhydride

N-(5-methyl-2-oxohexan-3-yl)acetamide
30057-77-3

N-(5-methyl-2-oxohexan-3-yl)acetamide

Conditions
ConditionsYield
Stage #1: N-acetylleucine; acetic anhydride With dmap; triethylamine at 20℃;
Stage #2: With acetic acid at 20℃; for 0.5h;
48%
N-acetylleucine
99-15-0

N-acetylleucine

L-leucine
61-90-5

L-leucine

Conditions
ConditionsYield
With sodium hydroxide; acylase Amano 30000 from Aspergillus spp. (30 u/mg); water; cobalt(II) chloride at 37 - 40℃; for 48h;39%
Herstellung mit Hilfe eines Enzym-Praeparats aus Aspergillus und Penicillium;
N-acetylleucine
99-15-0

N-acetylleucine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

[4-Isobutyl-5-oxo-oxazolidin-(2Z)-ylidene]-acetaldehyde

[4-Isobutyl-5-oxo-oxazolidin-(2Z)-ylidene]-acetaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 90℃;35%
N-acetylleucine
99-15-0

N-acetylleucine

O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
94790-37-1

O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

11-amino-23-hydroxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene
702699-88-5

11-amino-23-hydroxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene

11-[N-acetyl-(dl)-leucyl]amino-23-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxycalix[4]arene
1031858-84-0

11-[N-acetyl-(dl)-leucyl]amino-23-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxycalix[4]arene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;24%
N-acetylleucine
99-15-0

N-acetylleucine

methyl N-acetyl-leucinate
57289-25-5

methyl N-acetyl-leucinate

Conditions
ConditionsYield
With diethyl ether; ethanol l(-)-acetylleucine methyl ester;
In diethyl ether
In methanol; diethyl ether at 10℃; Yield given;
ethanol
64-17-5

ethanol

N-acetylleucine
99-15-0

N-acetylleucine

ethyl N-acetyl-leucinate
4071-36-7

ethyl N-acetyl-leucinate

N-acetylleucine
99-15-0

N-acetylleucine

N-Ac-Leu
1188-21-2

N-Ac-Leu

Conditions
ConditionsYield
With (-)-α-fenchylamine
N-acetylleucine
99-15-0

N-acetylleucine

N-acetyl-D-leucine
19764-30-8

N-acetyl-D-leucine

Conditions
ConditionsYield
With (-)-α-fenchylamine
With (S)-1-phenyl-ethylamine
mit Hilfe eines Enzym-Praepaprats aus Aspergillus oder Penicillium;
mit Hilfe eines Enzym-Praepaprats aus Schweine-Nieren;
N-acetylleucine
99-15-0

N-acetylleucine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

N-<2-(1-hydroxy-4-methylpentyl)>acetamide
150206-13-6

N-<2-(1-hydroxy-4-methylpentyl)>acetamide

Conditions
ConditionsYield
With tetrahydrofuran; 1-ethyl-piperidine beim Erwaermen der Reaktionsloesung mit Lithiumboranat;
N-acetylleucine
99-15-0

N-acetylleucine

aniline
62-53-3

aniline

N-acetyl-L-leucine anilide
68200-02-2

N-acetyl-L-leucine anilide

Conditions
ConditionsYield
With papain
N-acetylleucine
99-15-0

N-acetylleucine

[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

(Di-N-acetyl-D,L-leucyloxyjod)-benzol

(Di-N-acetyl-D,L-leucyloxyjod)-benzol

Conditions
ConditionsYield
In chlorobenzene under 25 - 35 Torr;

99-15-0Relevant articles and documents

Minisci-Type Alkylation of N-Heteroarenes by N-(Acyloxy)phthalimide Esters Mediated by a Hantzsch Ester and Blue LED Light

Kyne, Sara Helen,Li, Jiacheng,Siang Tan, Suan,Wai Hong Chan, Philip

supporting information, (2022/01/11)

A synthetic method that enables the Hantzsch ester-mediated Minisci-type C2-alkylation of quinolines, isoquinolines and pyridines by N-(acyloxy)phthalimide esters (NHPI) under blue LED (light emitting diode) light (456 nm) is described. Achieved under mild reaction conditions at room temperature, the metal-free synthetic protocol was shown to be applicable to primary, secondary and tertiary NHPIs to give the alkylated N-heterocyclic products in yields of 21–99%. On introducing a chiral phosphoric acid, an asymmetric version of the reaction was also realised and provided product enantiomeric excess (ee) values of 53–99%. The reaction mechanism was delineated to involve excitation of an electron-donor acceptor (EDA) complex, formed from weak electrostatic interactions between the Hantzsch ester and NHPI, which generates the posited radical species of the redox active ester that undergoes addition to the N-heterocycle.

Reactivity of α-Amino Acids in the Reaction with Esters in Aqueous–1,4-Dioxane Media

Kochetova,Kustova,Kuritsyn

, p. 80 - 85 (2018/03/09)

The kinetics of the reaction of a series of α-amino acids with 4-nitrophenyl acetate, 4-nitrophenyl benzoate, and 2,4,6-trinitrophenyl benzoate in aqueous 1,4-dioxane medium has been studied. Kinetics of the reactions involving 4-nitrophenyl acetate and 2,4,6-trinitrophenyl benzoate has complied with the Br?nsted dependence and revealed linear correlation between rate constant logarithm and the energy difference of the frontier orbitals of α-amino acids anions.

Regioselective synthesis of tetrasubstituted pyrroles by 1,3-dipolar cycloaddition and spontaneous decarboxylation

Kim, Yongju,Kim, Jonghoon,Park, Seung Bum

supporting information; experimental part, p. 17 - 20 (2009/08/07)

We developed a novel regioselective synthesis of tetrasubstituted pyrroles via the classic 1,3-dipolar cycloaddition of α,β-unsaturated benzofuran-3(2H)-one and azlactones (1) followed by spontaneous decarboxylation. The complete regiochemical control of tetrasubstituted pyrroles was confirmed by the orthogonal synthesis of complementary regioisomers (7a and 7b) simply by using different azlactones (1a and 1b, respectively).

Microwave-assisted synthesis of amide under solvent-free conditions

Wang, Xiao-Jian,Yang, Qian,Liu, Fei,You, Qi-Dong

, p. 1028 - 1035 (2008/09/18)

An efficient and environmentally friendly synthetic method for the synthesis of primary amides under microwave irradiation was described, in which the primary amine was directly reacted with acid without any catalytic agents. The reaction took place in 8-12-min, which was much shorter than the traditional synthetic methods, with almost quantitative yields. The influential factor of the reaction was discussed. The tautomerization between the carboxylic acid group and the H atom in α-carbon of L-amino acid was observed, presumably a dehydrated intermediate forming from this tautomerized isomer. Copyright Taylor & Francis Group, LLC.

A study of amidocarbonylation reactions catalyzed by Pd/HZSM-5

Ke, Wu Yang,Xuan, Zhen Jiang

, p. 806 - 809 (2007/10/03)

A HZSM-5-supported palladium catalyst, which was prepared by the conventional impregnation method, was utilized in amidocarbonylation reactions. Several important parameters were optimized to give moderate to excellent yields. The catalyst recycling of Pd/HZSM-5, for the first time, was achieved for at least four run times without depreciation of catalytic activity. The studies of TEM images revealed that agglomeration of the palladium species of Pd/ HZSM-5 catalyst was avoided after reaction, which was quite different from the case of Pd/C catalyst.

Palladium-catalyzed amidocarbonylation improved by recyclable ionic liquids

Zhu, Bingchun,Jiang, Xuanzhen

, p. 2795 - 2798 (2008/02/11)

Two types of ionic liquids (halide anion ionic liquids and Brensted acidic ionic liquids) were first applied to improve the palladium-catalyzed amidocarbonylation. Both the palladium catalyst and the ionic liquids could be recycled at least five times without significant loss in catalytic activity. Georg Thieme Verlag Stuttgart.

METHOD OF AMIDOCARBONYLATION REACTION

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Page/Page column 11, (2008/06/13)

A novel method of an amidocarbonylation reaction among an aldehyde compound, an amide compound, and carbon monoxide, which comprises using a palladium-supporting crosslinked-polymer composition containing palladium clusters having a major-axis length of 20 nm or shorter to conduct the amidocarbonylation reaction. Thus, an N-acyl-±-amino acid can be more efficiently and selectively synthesized in a clean reaction system. Also provided is a catalyst for use in the method.

Platinum-catalyzed amidocarbonylation

Sagae, Takahiro,Sugiura, Masaharu,Hagio, Hiroyuki,Kobayashi, Shu

, p. 160 - 161 (2007/10/03)

The first example of platinum-catalyzed amidocarbonylation of aldehydes with amides and carbon monoxide is described. In contrast to precedent palladium catalysis, a remarkable ligand acceleration by phosphines was observed. Furthermore, an optically active N-acetyl amino acid was partially epimerized under the platinum-catalyzed conditions, while faster racemization was observed under the palladium catalysis.

Rhodium-catalysed racemisation of N-acyl α-amino acids

Hateley, Martin J.,Schichl, Daniel A.,Kreuzfeld, Hans-J?rn,Beller, Matthias

, p. 3821 - 3824 (2007/10/03)

The first transition metal-catalysed racemisation of N-acyl α-amino acids, which is of importance for kinetic resolution processes, is described. Enantiomerically pure N-acyl α-amino acids were efficiently racemised under mild conditions using various rhodium complexes as catalysts, e.g. [Rh(cod)Cl]2, in the presence of phosphines. (C) 2000 Elsevier Science Ltd.

A new improved palladium-catalyzed amidocarbonylation

Beller, Matthias,Moradi, Wahed A.,Eckert, Markus,Neumann, Helfried

, p. 4523 - 4526 (2007/10/03)

A new and improved variant of the palladium-catalyzed amidocarbonylation to yield N-acyl-α-amino acids is described. Using Pd/C as catalyst the products were prepared in good to excellent yields (up to 98 %). Advantages of the Pd/C-catalyst with regard to former catalyst systems are demonstrated by the preparation of N-substituted non-natural amino acids which are of current interest as structural units of peptoids.

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