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97-67-6

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97-67-6 Usage

Description

L-Malic acid is nearly odorless (sometimes a faint, acrid odor) with a tart, acidic taste. It is nonpungent. May be prepared by hydration of maleic acid; by fermentation from sugars.

Chemical Properties

L-Malic acid is nearly odorless (sometimes a faint, acrid odor). This compound has a tart, acidic, nonpungent taste.

Occurrence

Occurs in maple sap, apple, melon, papaya, beer, grape wine, cocoa, sake, kiwifruit and chicory root.

Uses

Different sources of media describe the Uses of 97-67-6 differently. You can refer to the following data:
1. L-Malic acid is used as a food additive, Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid receptor agonists, 1α,25-dihydroxyvitamin D3 analogue, and phoslactomycin B.
2. Intermediate in chemical synthesis. Chelating and buffering agent. Flavoring agent, flavor enhancer and acidulant in foods.

Definition

ChEBI: An optically active form of malic acid having (S)-configuration.

Preparation

L-Malic acid can be prepared by hydration of maleic acid; by fermentation from sugar.

General Description

L-Malic acid?is an organic acid that is commonly found in wine. It plays an important role in wine microbiological stability.

Biochem/physiol Actions

L-Malic acid is a part of cellular metabolism. Its application is recognized in pharmaceutics. It is useful in the treatment of hepatic malfunctioning, effective against hyper-ammonemia. It is used as a part of amino acid infusion. L-Malic acid also serves as a nanomedicine in the treatment of brain neurological disorders. A TCA (Krebs cycle) intermediate and partner in the malic acid aspartate shuttle.

Purification Methods

Crystallise S-malic acid (charcoal) from ethyl acetate/pet ether (b 55-56o), keeping the temperature below 65o. Or dissolve it by refluxing in fifteen parts of anhydrous diethyl ether, decant, concentrate to one-third volume and crystallise it at 0o, repeatedly to constant melting point. [Beilstein 3 IV 1123.]

Check Digit Verification of cas no

The CAS Registry Mumber 97-67-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 97-67:
(4*9)+(3*7)+(2*6)+(1*7)=76
76 % 10 = 6
So 97-67-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1

97-67-6 Well-known Company Product Price

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  • TCI America

  • (M0022)  L-(-)-Malic Acid  >98.0%(T)

  • 97-67-6

  • 25g

  • 250.00CNY

  • Detail
  • TCI America

  • (M0022)  L-(-)-Malic Acid  >98.0%(T)

  • 97-67-6

  • 100g

  • 590.00CNY

  • Detail
  • TCI America

  • (M0022)  L-(-)-Malic Acid  >98.0%(T)

  • 97-67-6

  • 500g

  • 1,450.00CNY

  • Detail
  • Alfa Aesar

  • (A13702)  L-(-)-Malic acid, 97%   

  • 97-67-6

  • 100g

  • 505.0CNY

  • Detail
  • Alfa Aesar

  • (A13702)  L-(-)-Malic acid, 97%   

  • 97-67-6

  • 250g

  • 1074.0CNY

  • Detail
  • Alfa Aesar

  • (A13702)  L-(-)-Malic acid, 97%   

  • 97-67-6

  • 500g

  • 2073.0CNY

  • Detail
  • Aldrich

  • (112577)  L-(−)-Malicacid  97%, optical purity ee: 99% (GLC)

  • 97-67-6

  • 112577-25G

  • 281.97CNY

  • Detail
  • Aldrich

  • (112577)  L-(−)-Malicacid  97%, optical purity ee: 99% (GLC)

  • 97-67-6

  • 112577-100G

  • 705.51CNY

  • Detail
  • Sigma

  • (M1000)  L-(−)-Malicacid  95-100% (enzymatic)

  • 97-67-6

  • M1000-100G

  • 659.88CNY

  • Detail
  • Sigma

  • (M1000)  L-(−)-Malicacid  95-100% (enzymatic)

  • 97-67-6

  • M1000-500G

  • 2,798.64CNY

  • Detail
  • Sigma

  • (M1000)  L-(−)-Malicacid  95-100% (enzymatic)

  • 97-67-6

  • M1000-1KG

  • 4,823.91CNY

  • Detail
  • Vetec

  • (V900784)  L-(−)-Malicacid  Vetec reagent grade, 97%

  • 97-67-6

  • V900784-25G

  • 179.01CNY

  • Detail

97-67-6SDS

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 (S)-malic acid

1.2 Other means of identification

Product number -
Other names (S)-2-hydroxysuccinic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:97-67-6 SDS

97-67-6Synthetic route

(R)-4,4,4-trichloro-3-hydroxybutanoic acid
80513-23-1

(R)-4,4,4-trichloro-3-hydroxybutanoic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With sodium hydroxide Ambient temperature;90%
(S)-acetoxysuccinic anhydride
59025-03-5

(S)-acetoxysuccinic anhydride

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With sodium hydroxide Ambient temperature;76%
(2S,4S)-2-(tert-butyl)-5-oxo-1,3-dioxolane-4-acetic acid isopropyl ester
514829-23-3

(2S,4S)-2-(tert-butyl)-5-oxo-1,3-dioxolane-4-acetic acid isopropyl ester

A

(S)-Malic acid
97-67-6

(S)-Malic acid

B

(2S)-2-hydroxybutanedioic acid 4-isopropyl ester
514829-25-5

(2S)-2-hydroxybutanedioic acid 4-isopropyl ester

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran Heating;A n/a
B 66%
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With formaldehyd; TETRACYCLINE; paraquat dichloride In water at 37℃; for 4h; Clostridium formicoaceticum,phosphate buffer;52%
With phosphate buffer; hydrogen at 170℃; Rate constant; Thermodynamic data; enzymatic hydrolysis by fumarase, ΔS, ΔH, ΔG; also with absence of buffer;
With fumarase
(S)-4,4,4-trichloro-3-hydroxybutanoic acid
16493-64-4

(S)-4,4,4-trichloro-3-hydroxybutanoic acid

A

(S)-Malic acid
97-67-6

(S)-Malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 24h;A 1.14 g
B 5%
propan-1-ol
71-23-8

propan-1-ol

L-Aspartic acid
56-84-8

L-Aspartic acid

A

(S)-Malic acid
97-67-6

(S)-Malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
bei der Einw. von Bact.coli;
Oxalacetic acid
328-42-7

Oxalacetic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With fructose 1,6-bisphosphate trisodium; nicotinamide adenine dinucleotide red. form; R171W mutant In water at 25℃; Rate constant; other mutant enzyme;
With kidney enzyme
With homogenate from rat-tumors
ethanol
64-17-5

ethanol

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With penicillium-artene
With Aspergillus niger
ASPARAGINE
3130-87-8

ASPARAGINE

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
bei der Einw. von Bac. pyocyaneus;
L-asparagine
70-47-3

L-asparagine

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
Bei der Einw. des Yoghurtferments;
durch das Yoghurtferment;
durch Hefe;
With cis-nitrous acid
With hydrogenchloride; sodium nitrite In water for 24h; Ambient temperature;100 % Spectr.
L-Aspartic acid
56-84-8

L-Aspartic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With hydrogenchloride Irradiation.bei der UV-Licht;
With hydrogenchloride Irradiation.bei der UV-Licht;Kinetik und Quantenausbeute der Reaktion;
With sulfuric acid; sodium nitrite Irradiation.bei der UV-Licht;
L-Aspartic acid
56-84-8

L-Aspartic acid

A

(S)-Malic acid
97-67-6

(S)-Malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With propan-1-ol bei der Einw. von Bact. coli;
With propan-1-ol bei der Einw. von ruhenden Bact. coli;
malic acid
617-48-1

malic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With ammonium molybdate; ammonia man erhaelt die freie Saeure durch Ausfaellung des Molybdaens mit Schwefelwasserstoff in salpetersaurer Loesung, Umsetzung mit Bleinitrat und Zerlegen des Bleisalzes mit Schwefelwasserstoff;
With methanol; Cinchonin
With acetone; Cinchonin
With Cinchonin
With D-tartaric acid
chlorosuccinic acid
16045-92-4

chlorosuccinic acid

A

D-Malic acid
636-61-3

D-Malic acid

B

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With alkali Hydrolysis.bei der Hydrolyse der Dinatriumsalze;
With water Hydrolysis.bei der Hydrolyse der Dinatriumsalze;
chlorosuccinic acid
16045-92-4

chlorosuccinic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With ammonium hydroxide
With sodium hydroxide
With potassium hydroxide
bromosuccinic acid
923-06-8, 584-98-5

bromosuccinic acid

A

D-Malic acid
636-61-3

D-Malic acid

B

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With alkali Hydrolysis.bei der Hydrolyse der Kupfer(II)-salze;
With water Hydrolysis.bei der Hydrolyse der Kupfer(II)-salze;
Hydrolysis.in saurer oder anfangs neutraler Loesung;
bromosuccinic acid
923-06-8, 584-98-5

bromosuccinic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With water
With silver(l) oxide
With mercury(II) oxide
With TlOH
With palladium dihydroxide
succinic acid
110-15-6

succinic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With enzyme compound from muscles; oxygen
With methylene blue bei der Einw. von Enzymen aus Muskelgewebe von Warmbluetern ('Fumarase');
With enzyme compound from muscles; methylene blue
With oxygen bei der Einw. von Enzymen aus Muskelgewebe von Warmbluetern ('Fumarase');
sodium succinate
150-90-3

sodium succinate

A

(S)-Malic acid
97-67-6

(S)-Malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With methylene blue in Gegenwart von Muskelbrei oder Muskelextrakt;
With oxygen in Gegenwart von Muskelbrei oder Muskelextrakt;
With oxygen in Gegenwart von Muskelbrei oder Muskelextrakt;
With methylene blue in Gegenwart von Muskelbrei oder Muskelextrakt;
sodium citrate
68-04-2

sodium citrate

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With bacterium succinicum
2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With malic enzymes; reduced triphosphopyridinenucleotide
With malic enzymes; reduced triphosphopyridinenucleotide
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

A

(S)-Malic acid
97-67-6

(S)-Malic acid

B

aspartic Acid
617-45-8

aspartic Acid

Conditions
ConditionsYield
With propan-1-ol; ammonium chloride bei der Einw. von ruhenden Bact. coli;
Glyoxilic acid
298-12-4

Glyoxilic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With acetyl-coenzyme-A
With yeast-juice from maceration
With acetyl-coenzyme-A
3-Hydroxybutyric acid
300-85-6, 625-71-8

3-Hydroxybutyric acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
bei der Einw. von Enzymen aus Rinderleberextrakt;
With oxygen bei der Einw. von Enzymen aus Rinderleberextrakt;
malic acid
617-48-1

malic acid

Cinchonin
118-10-5

Cinchonin

A

D-Malic acid
636-61-3

D-Malic acid

B

(S)-Malic acid
97-67-6

(S)-Malic acid

Sucrose
57-50-1

Sucrose

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
bei der Einw. von Aspergillus fumaricus, der jahrelang auf Kartoffeln gezuechtet wurde;
With aspergillus-artene
diethyl oxaloacetate
108-56-5

diethyl oxaloacetate

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With Sucrose
(2S,4S)-4-hydroxylglutamic acid
3913-68-6

(2S,4S)-4-hydroxylglutamic acid

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With sodium hydroxide; calcium hypochlorite In water at 60℃; for 2h; Product distribution; various substrates, method for the structure analysis;
fumaric acid disodium salt
17013-01-3

fumaric acid disodium salt

(S)-Malic acid
97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With Genus Brevibacterium In water at 37℃; Yield given;
methanol
67-56-1

methanol

(S)-Malic acid
97-67-6

(S)-Malic acid

dimethyl (S)-malate
617-55-0

dimethyl (S)-malate

Conditions
ConditionsYield
With thionyl chloride100%
With thionyl chloride at 0 - 20℃; Inert atmosphere;100%
With cationite KY-2 resin99%
(S)-Malic acid
97-67-6

(S)-Malic acid

(S)-1,2,4-butanetriol
42890-76-6

(S)-1,2,4-butanetriol

Conditions
ConditionsYield
With Trimethyl borate; dimethylsulfide borane complex In tetrahydrofuran at -5℃; for 51h;100%
With dimethylsulfide borane complex In tetrahydrofuran for 1h;100%
With Trimethyl borate; dimethylsulfide borane complex In tetrahydrofuran; methanol100%
(S)-Malic acid
97-67-6

(S)-Malic acid

propionyl chloride
79-03-8

propionyl chloride

2,5-dioxotetrahydrofuran-3-yl propionate

2,5-dioxotetrahydrofuran-3-yl propionate

Conditions
ConditionsYield
for 8h; Inert atmosphere; Reflux;100%
(S)-Malic acid
97-67-6

(S)-Malic acid

cyclohexanone
108-94-1

cyclohexanone

(5S)-(2,2-Cyclohexylidene-4-oxo-1,3-dioxolan-5-yl)acetic acid
153011-57-5

(5S)-(2,2-Cyclohexylidene-4-oxo-1,3-dioxolan-5-yl)acetic acid

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 0℃; for 1h;100%
With pyridinium p-toluenesulfonate In toluene for 16h; Reflux;92%
With boron trifluoride diethyl etherate In diethyl ether at 0 - 20℃;81%
(S)-Malic acid
97-67-6

(S)-Malic acid

acetyl chloride
75-36-5

acetyl chloride

(S)-acetoxysuccinic anhydride
59025-03-5

(S)-acetoxysuccinic anhydride

Conditions
ConditionsYield
for 2h; Heating;100%
for 3h; Heating;99%
for 18h; Inert atmosphere; Reflux;98%
(S)-Malic acid
97-67-6

(S)-Malic acid

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

(3S)-2,5-dioxotetrahydrofuran-3-yl trifluoroacetate
99529-36-9

(3S)-2,5-dioxotetrahydrofuran-3-yl trifluoroacetate

Conditions
ConditionsYield
at 0 - 20℃; for 3h;100%
In 1,4-dioxane at 75℃; for 2h;97%
for 2h; Ambient temperature;
(S)-Malic acid
97-67-6

(S)-Malic acid

β-naphthol
135-19-3

β-naphthol

(S)-(-)-malic acid di(2-naphthyl)ester

(S)-(-)-malic acid di(2-naphthyl)ester

Conditions
ConditionsYield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine100%
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In acetonitrile Esterification;
(S)-Malic acid
97-67-6

(S)-Malic acid

sunitinib
557795-19-4

sunitinib

sunitinib malate
341031-54-7

sunitinib malate

Conditions
ConditionsYield
In methanol; ethanol at 20℃; for 2h; Darkness;100%
In ethanol for 2 - 4h; Product distribution / selectivity; Reflux; Industry scale;93.6%
In ethanol for 2 - 4h; Product distribution / selectivity; Reflux;93.6%
(S)-Malic acid
97-67-6

(S)-Malic acid

meloxicam
71125-38-7

meloxicam

meloxicam:L-malic acid

meloxicam:L-malic acid

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h;100%
In tetrahydrofuran Product distribution / selectivity;
(S)-Malic acid
97-67-6

(S)-Malic acid

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo [1,5-a]pyrazine-1-carboxylic acid
1174122-63-4

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo [1,5-a]pyrazine-1-carboxylic acid

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo [1,5-a]pyrazine-1-carboxylic acid (2S)-malic acid salt
1242332-77-9

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo [1,5-a]pyrazine-1-carboxylic acid (2S)-malic acid salt

Conditions
ConditionsYield
In methanol; water for 0.5h;100%
In methanol; water for 0.5h;98.92%
(S)-Malic acid
97-67-6

(S)-Malic acid

(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine
1269662-73-8

(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine

(E)-N-[4-[[3-chloro-4-(2-pyridylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-3-[(2R)-1-methylpyrrolidin-2-yl]prop-2-enamide L-malate
1397922-62-1

(E)-N-[4-[[3-chloro-4-(2-pyridylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-3-[(2R)-1-methylpyrrolidin-2-yl]prop-2-enamide L-malate

Conditions
ConditionsYield
In dichloromethane at 20 - 30℃; for 4h; Inert atmosphere;100%
In dichloromethane at 20 - 30℃; for 4h;100%
(S)-Malic acid
97-67-6

(S)-Malic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

L-malic acid bis(tetrabutylammonium) salt

L-malic acid bis(tetrabutylammonium) salt

Conditions
ConditionsYield
In methanol; water at 20℃; for 0.5h;100%
(S)-Malic acid
97-67-6

(S)-Malic acid

C25H36N2O6

C25H36N2O6

C25H36N2O6*C4H6O5

C25H36N2O6*C4H6O5

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 3h;100%
(S)-Malic acid
97-67-6

(S)-Malic acid

C24H33NO7

C24H33NO7

C24H33NO7*C4H6O5

C24H33NO7*C4H6O5

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 3h;100%
(S)-Malic acid
97-67-6

(S)-Malic acid

(3S)-3-hydroxydihydrofuran-2(3H)-one
52079-23-9

(3S)-3-hydroxydihydrofuran-2(3H)-one

Conditions
ConditionsYield
Stage #1: (S)-Malic acid With trifluoroacetic anhydride at 25℃; for 2h;
Stage #2: With methanol for 12h;
Stage #3: With borane-THF more than 3 stages;
99.9%
Stage #1: (S)-Malic acid With toluene-4-sulfonic acid; 2,2-dimethoxy-propane
Stage #2: With borane-THF
ethanol
64-17-5

ethanol

(S)-Malic acid
97-67-6

(S)-Malic acid

Diethyl (S)-malate
691-84-9

Diethyl (S)-malate

Conditions
ConditionsYield
With thionyl chloride at 0 - 35℃;99%
With thionyl chloride at 0 - 35℃;99%
With hydrogenchloride In water for 4h; Reflux;96%
chloral hydrate
302-17-0

chloral hydrate

(S)-Malic acid
97-67-6

(S)-Malic acid

(2RS,5S)-5-carboxymethyl-2-trichloromethyl-4-oxo-1,3-dioxolane
196512-77-3

(2RS,5S)-5-carboxymethyl-2-trichloromethyl-4-oxo-1,3-dioxolane

Conditions
ConditionsYield
With sulfuric acid for 10h; Ambient temperature;99%
With sulfuric acid at 20℃; for 3h;93%
With sulfuric acid at 20℃; for 3h; Inert atmosphere;93%
In sulfuric acid at 0 - 20℃;52%
(S)-Malic acid
97-67-6

(S)-Malic acid

dimefluron hydrazone

dimefluron hydrazone

dimefluron hydrazone L-maleate

dimefluron hydrazone L-maleate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.0833333h;99%
(S)-Malic acid
97-67-6

(S)-Malic acid

boric acid
11113-50-1

boric acid

potassium hydroxide

potassium hydroxide

C8H8BO10(1-)*K(1+)

C8H8BO10(1-)*K(1+)

Conditions
ConditionsYield
In water at 95℃;99%
(S)-Malic acid
97-67-6

(S)-Malic acid

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo [1,5-a]pyrazine-1-carboxylic acid

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo [1,5-a]pyrazine-1-carboxylic acid

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid (2S)-2-hydroxybutanedioic acid

(R)-7-[3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid (2S)-2-hydroxybutanedioic acid

Conditions
ConditionsYield
In methanol; water for 0.5h;98.92%
(S)-Malic acid
97-67-6

(S)-Malic acid

(E)-N-((4-(3-chloro-4-fluorophenyl)amino)-7-(methyloxy-D3)-quinazolin-6-yl)-4-((4aR,7aS)-tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-yl)butyl-2-enamide

(E)-N-((4-(3-chloro-4-fluorophenyl)amino)-7-(methyloxy-D3)-quinazolin-6-yl)-4-((4aR,7aS)-tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-yl)butyl-2-enamide

C25H22(2)H3ClFN5O4*C4H6O5

C25H22(2)H3ClFN5O4*C4H6O5

Conditions
ConditionsYield
In isopropyl alcohol for 0.5h; Reflux;98.5%
(S)-Malic acid
97-67-6

(S)-Malic acid

amlodipine
103129-82-4

amlodipine

(S)-(-)-amlodipine L-malate salt

(S)-(-)-amlodipine L-malate salt

Conditions
ConditionsYield
In tert-butyl methyl ether; water; isopropyl alcohol at 0 - 50℃; for 4.5 - 5h;98.1%
In tert-butyl methyl ether; water; isopropyl alcohol at 50℃; for 1h; Product distribution / selectivity;98.1%
In tert-butyl methyl ether; water; isopropyl alcohol at 0 - 50℃; for 4h; Product distribution / selectivity;98.1%
(S)-Malic acid
97-67-6

(S)-Malic acid

acetic anhydride
108-24-7

acetic anhydride

(S)-acetoxysuccinic anhydride
59025-03-5

(S)-acetoxysuccinic anhydride

Conditions
ConditionsYield
at 30℃; for 2h;98%
With sulfuric acid
methanol
67-56-1

methanol

(S)-Malic acid
97-67-6

(S)-Malic acid

(2S)-2-hydroxy-butanedioic acid 1-mono methyl ester
66212-45-1

(2S)-2-hydroxy-butanedioic acid 1-mono methyl ester

Conditions
ConditionsYield
Stage #1: (S)-Malic acid With trifluoroacetic anhydride for 1.5h; Inert atmosphere;
Stage #2: methanol for 2h; Inert atmosphere; regioselective reaction;
98%
Stage #1: (S)-Malic acid With trifluoroacetic anhydride for 0.666667h;
Stage #2: methanol at 20℃; for 1.5h;
87%
Stage #1: (S)-Malic acid With (CF3CO2)2O at 20℃;
Stage #2: methanol at 20℃;
86%
(S)-Malic acid
97-67-6

(S)-Malic acid

pivalaldehyde
630-19-3

pivalaldehyde

2-((2S,4S)-2-(tert-butyl)-5-oxo-1,3-dioxolan-4-yl)acetic acid
56209-56-4

2-((2S,4S)-2-(tert-butyl)-5-oxo-1,3-dioxolan-4-yl)acetic acid

Conditions
ConditionsYield
With sulfuric acid; toluene-4-sulfonic acid In pentane for 36h; Heating;98%
With sulfuric acid; toluene-4-sulfonic acid In pentane Heating;67%
With sulfuric acid In pentane Inert atmosphere; Reflux;50%
Adipic acid
124-04-9

Adipic acid

1,8-Octanediol
629-41-4

1,8-Octanediol

(S)-Malic acid
97-67-6

(S)-Malic acid

poly(octanedioladipate-co-octanediolmaleate), Mw: 11200, Mw/Mn: 2.44; Monomer(s): 1,8-octanediol; adipic acid; L-malic acid

poly(octanedioladipate-co-octanediolmaleate), Mw: 11200, Mw/Mn: 2.44; Monomer(s): 1,8-octanediol; adipic acid; L-malic acid

Conditions
ConditionsYield
With novozyme 435 at 70℃; under 15.0015 - 45.0045 Torr; for 48h; Enzymatic reaction;98%
pyrrolidine
123-75-1

pyrrolidine

(S)-Malic acid
97-67-6

(S)-Malic acid

dipyrrolidine L-malate

dipyrrolidine L-malate

Conditions
ConditionsYield
In methanol at 25 - 30℃; for 1h;98%
In methanol at 25 - 30℃; for 1h;98%
(S)-Malic acid
97-67-6

(S)-Malic acid

diisopropylamine
108-18-9

diisopropylamine

di-(diisopropyl ammonium) L-malate

di-(diisopropyl ammonium) L-malate

Conditions
ConditionsYield
In methanol at 25 - 30℃; for 1h;98%
In methanol at 25 - 30℃; for 1h;98%
(S)-Malic acid
97-67-6

(S)-Malic acid

N,N-diethylethylenediamine
100-36-7

N,N-diethylethylenediamine

2-(N,N-diethylamino)ethyl ammonium di(L-malate)

2-(N,N-diethylamino)ethyl ammonium di(L-malate)

Conditions
ConditionsYield
In methanol at 25 - 30℃; for 1h;98%
In methanol for 1h;98%
(S)-Malic acid
97-67-6

(S)-Malic acid

(S)-(+)-tylophorine
482-20-2

(S)-(+)-tylophorine

C24H27NO4*C4H6O5

C24H27NO4*C4H6O5

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃; for 8h;98%

97-67-6Relevant articles and documents

Sesquiterpene dimers esterified with diverse small organic acids from the seeds of Sarcandra glabra

Wang, Peng,Luo, Jun,Zhang, Yang-Mei,Kong, Ling-Yi

, p. 5362 - 5370 (2015/07/15)

11 new sesquiterpene dimers, sarglabolides A-K (1-11), and five known ones were isolated from the seeds of Sarcandra glabra. Their structures were elucidated by spectroscopic data analysis and chemical evidence. Sarglabolide A (1) was verified to exclusively possess a seventeen-membered macrocyclic ester ring formed by the scaffold of the sesquiterpene dimer and small organic acids, different from the eighteen-membered rings of the other reported analogues. The chiral small organic acid moieties were assigned to l-malic acid, d-malic acid, and d-tartaric acid based on the combination of spectroscopy, chemical derivatization and HPLC analysis. Dimers 1, 12 and 13 can significantly inhibit NO production in LPS-induced macrophages with IC50 values at 3.04, 4.65 and 2.33 μmol/L, respectively.

METHODS OF PREPARATION OF MACROCYCLIC COMPOUNDS

-

Page/Page column 24-25, (2009/10/18)

The instant invention describes methods for producing macrocyclic compounds having antiproliferation activity, and useful in methods of treating disorders such as cancer, tumors and cell proliferation related disorders.

Method for purifying succinic acid from fermentation broth

-

Page/Page column 9, (2008/06/13)

Succinic acid is produced by bringing a succinic acid-containing liquid containing succinic acid and cation which is obtained by fermentation or an enzymatic method into contact with an H-type strongly acidic cation-exchange resin in an amount equivalent to or more than the amount of cation other than hydrogen ion contained in the succinic acid-containing liquid, and precipitating a crystal of succinic acid from the obtained ion-exchange-treated liquid to obtain purified succinic acid.

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