D-Pantothenic acid supplier

Name
D-Pantothenic acid
EINECS 205-278-9
CAS No. 79-83-4
Article Data100
CAS DataBase
Density 1.266 g/cm³
Solubility
Melting Point 178-179 °C
Formula C₉H₁₇NO₅
Boiling Point 551.505 °C at 760 mmHg
Molecular Weight 219.238
Flash Point 287.34 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Pantothenicacid, D- (8CI);b-Alanine,N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)-;(+)-Pantothenic acid;(D)-(+)-Pantothenic acid;Chick antidermatitis factor;D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-b-alanine;β-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]-;Pantothenic acid;Vitamin B3;Vitamin B5;
PSA 106.86000
LogP -0.65240

Synthetic route

: 137-08-6
calcium (R)-pantothenate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With oxalic acid In water at 20℃; for 2h;	95.11%
With (1S)-10-camphorsulfonic acid; trifluoroacetic acid at 0℃;
With Amberlite IR-120 In water Inert atmosphere;
With oxalic acid In water at 20℃; for 2h;

: 599-04-2
(R)-Pantolacton

alkali salt of/the/ 3-amino-propionic acid: alkali salt of/the/ 3-amino-propionic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With water at 20℃;
With methanol at 20℃;
With isopropyl alcohol bei Siedetemperatur;

: 1265205-80-8
(R,E)-benzyl 3-(2,4-dihydroxy-3,3-dimethylbutanamido)acrylate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol for 24h; Inert atmosphere;	86%

DL-pantothenic acid: DL-pantothenic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With Cinchonidin
With Quinine
With quinine methohydroxide
With quinine methohydroxide
With Quinine

: (R)-pantoate

: 6915-18-0
2-butenedioic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With pantothenate synthetase; aspartate-α-decarboxylase; 3-methylaspartate ammonia lyase; ammonium chloride; ATP; magnesium chloride In aq. buffer at 25℃; for 24h; pH=9; Enzymatic reaction;	70%

sodium salt of/the/ (R)-2.4-diacetoxy-3.3-dimethyl-butyric acid: sodium salt of/the/ (R)-2.4-diacetoxy-3.3-dimethyl-butyric acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With thionyl chloride Umsetzung des gebildeten Saeurechlorids mit 3-Amino-propionsaeure-aethylester in Pyridin und Verseifung des Reaktionsprodukts mit aethanol.NaOH;
With thionyl chloride Umsetzung des gebildeten Saeurechlorids mit 3-Amino-propionsaeure-aethylester in Pyridin und Verseifung des Reaktionsprodukts mit wss.Ba(OH)2;

: 3-[(R)-2-(benzyloxy)-4-hydroxy-3,3-dimethylbutylamino]propanoic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol for 24h;	92%

: 924-73-2
3-amino-propionic acid ethyl ester

(-)(R)-pantolactone: (-)(R)-pantolactone

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
at 70℃; Hydrolyse des Reaktionsprodukts mit 0.5n-Ba(OH)2 bei 20grad;
at 70℃; Hydrolyse des Reaktionsprodukts mit 0.5n-Ba(OH)2 bei 20grad;

: 107-95-9
3-amino propanoic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
durch Escherichia coli;
durch Diphtherie-Bazillen;
durch verschiedene Hefen;

: 107-95-9
3-amino propanoic acid

sodium salt of/the/ (+)(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid: sodium salt of/the/ (+)(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
at 180℃;

: N-formyl-(R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid amide

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: benzene / 19 h / 95 °C / Inert atmosphere 2: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere 3: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere View Scheme

: 1265205-79-5
(R,E)-benzyl 3-(2,2,5,5-tetramethyl-1,3-dioxane-4-carboxamido)acrylate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere View Scheme

: 27778-35-4
(R)-2,4-Dihydroxy-3,3-dimethylbutyramide

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridinium p-toluenesulfonate / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: benzene / 19 h / 95 °C / Inert atmosphere 4.1: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere 5.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: pyridinium p-toluenesulfonate / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: benzene / 19 h / 95 °C / Inert atmosphere
4.1: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere
5.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere
View Scheme

: 599-04-2
(R)-Pantolacton

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: ammonia / Inert atmosphere 2.1: pyridinium p-toluenesulfonate / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere 3.2: 0 - 20 °C / Inert atmosphere 4.1: benzene / 19 h / 95 °C / Inert atmosphere 5.1: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere 6.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1.1: ammonia / Inert atmosphere
2.1: pyridinium p-toluenesulfonate / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
4.1: benzene / 19 h / 95 °C / Inert atmosphere
5.1: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere
6.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere
View Scheme

: 285141-00-6
(R)-2,2,5,5-Tetramethyl-1,3-dioxane-4-carboxamide

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 0 °C / Inert atmosphere 1.2: 0 - 20 °C / Inert atmosphere 2.1: benzene / 19 h / 95 °C / Inert atmosphere 3.1: bismuth(III) chloride / water; acetonitrile / 3 h / 20 °C / Inert atmosphere 4.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / Inert atmosphere View Scheme

: 867-81-2
pantothenic acid sodium salt

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With Amberlite IR-120 (H+-form) In water
With Dowex 50x8 (H+) In water

: (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-oxo-3-(prop-2-yn-1-ylamino)propyl)butanamide

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With pantetheinase; water Enzymatic reaction;

: 107-95-9
3-amino propanoic acid

(+)(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-lactone: (+)(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-lactone

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
unter Einw. von Proteus morganii;
unter Einw. von Clostridium septicum;
unter Einw. von einem Stamm haemolytischer Streptococcen;

: 1112-33-0
D-pantoic acid

: 107-95-9
3-amino propanoic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
unter Einw. von Proteus morganii;
unter Einw. von einem Stamm haemolytischer Streptococcen;
unter Einw. von Clostridium septicum;

: 599-04-2
(R)-Pantolacton

: 107-95-9
3-amino propanoic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With pantothenase UK-1 at 25℃; Equilibrium constant;
With 2-methoxy-ethanol; calcium
at 155 - 180℃;

: 81-13-0
pantothenol

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With barium permanganate; sulfuric acid
im Organismus von Ratten;

: 895532-69-1
(R)-3-(benzyloxy)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethylpropan-1-ol

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: dmap; triethylamine / dichloromethane / 0 °C 1.2: 20 °C 2.1: acetic acid / 20 °C 3.1: sodium periodate / methanol; water 4.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 5.2: 16 h / 20 °C 6.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 7.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 7 steps
1.1: dmap; triethylamine / dichloromethane / 0 °C
1.2: 20 °C
2.1: acetic acid / 20 °C
3.1: sodium periodate / methanol; water
4.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
5.2: 16 h / 20 °C
6.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
7.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 1377411-61-4
(R)-3-(benzyloxy)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethylpropyl acetate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: acetic acid / 20 °C 2.1: sodium periodate / methanol; water 3.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 4.2: 16 h / 20 °C 5.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 6.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 6 steps
1.1: acetic acid / 20 °C
2.1: sodium periodate / methanol; water
3.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
4.2: 16 h / 20 °C
5.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
6.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 1377411-62-5
(3R,4R)-3-(benzyloxy)-4,5-dihydroxy-2,2-dimethylpentyl acetate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium periodate / methanol; water 2.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 3.2: 16 h / 20 °C 4.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 5.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium periodate / methanol; water
2.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
3.2: 16 h / 20 °C
4.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
5.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 1377411-63-6
(R)-3-(benzyloxy)-2,2-dimethyl-4-oxobutyl acetate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 2.2: 16 h / 20 °C 3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 4.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 4 steps
1.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
2.2: 16 h / 20 °C
3.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
4.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 1377411-64-7
(2R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 1.2: 16 h / 20 °C 2.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 3.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

: 1377411-65-8
methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

: ethyl 3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-hydroxy-2,2-dimethylpropanoate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: Dess-Martin periodane / dichloromethane / 4 h / 20 °C 2.1: sodium tetrahydroborate / methanol / 1 h / -40 °C 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C 3.2: 20 °C 4.1: lithium aluminium tetrahydride / diethyl ether / 0 °C 5.1: dmap; triethylamine / dichloromethane / 0 °C 5.2: 20 °C 6.1: acetic acid / 20 °C 7.1: sodium periodate / methanol; water 8.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 9.2: 16 h / 20 °C 10.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 11.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 11 steps
1.1: Dess-Martin periodane / dichloromethane / 4 h / 20 °C
2.1: sodium tetrahydroborate / methanol / 1 h / -40 °C
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C
3.2: 20 °C
4.1: lithium aluminium tetrahydride / diethyl ether / 0 °C
5.1: dmap; triethylamine / dichloromethane / 0 °C
5.2: 20 °C
6.1: acetic acid / 20 °C
7.1: sodium periodate / methanol; water
8.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
9.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
9.2: 16 h / 20 °C
10.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
11.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 1377411-59-0
(R)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-hydroxy-2,2-dimethylpropanoate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C 1.2: 20 °C 2.1: lithium aluminium tetrahydride / diethyl ether / 0 °C 3.1: dmap; triethylamine / dichloromethane / 0 °C 3.2: 20 °C 4.1: acetic acid / 20 °C 5.1: sodium periodate / methanol; water 6.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 7.2: 16 h / 20 °C 8.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 9.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 9 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C
1.2: 20 °C
2.1: lithium aluminium tetrahydride / diethyl ether / 0 °C
3.1: dmap; triethylamine / dichloromethane / 0 °C
3.2: 20 °C
4.1: acetic acid / 20 °C
5.1: sodium periodate / methanol; water
6.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
7.2: 16 h / 20 °C
8.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
9.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 1377411-50-1
ethyl (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3-oxopropanoate

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1.1: sodium tetrahydroborate / methanol / 1 h / -40 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C 2.2: 20 °C 3.1: lithium aluminium tetrahydride / diethyl ether / 0 °C 4.1: dmap; triethylamine / dichloromethane / 0 °C 4.2: 20 °C 5.1: acetic acid / 20 °C 6.1: sodium periodate / methanol; water 7.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C 8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C 8.2: 16 h / 20 °C 9.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C 10.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h View Scheme

Yield

Multi-step reaction with 10 steps
1.1: sodium tetrahydroborate / methanol / 1 h / -40 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C
2.2: 20 °C
3.1: lithium aluminium tetrahydride / diethyl ether / 0 °C
4.1: dmap; triethylamine / dichloromethane / 0 °C
4.2: 20 °C
5.1: acetic acid / 20 °C
6.1: sodium periodate / methanol; water
7.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C
8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C
8.2: 16 h / 20 °C
9.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 3 h / 0 - 20 °C
10.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h
View Scheme

: 79-83-4
pantothenic acid

: 108-24-7
acetic anhydride

: 96199-41-6
N-[(2R)-2,4-diacetoxy-3,3-dimethylbutanoyl]-β-alanine

Conditions

Conditions	Yield
With iodine at 0 - 20℃;	97%

: 79-83-4
pantothenic acid

: 116-11-0
2-Methoxypropene

: 167308-62-5
3-{[(4R)-2,2,5,5-tetramethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetone at 0 - 20℃; for 0.666667h;	95%
With toluene-4-sulfonic acid In acetone at 0 - 20℃; for 0.75h; Inert atmosphere;
With toluene-4-sulfonic acid In acetone at 0 - 20℃; for 0.666667h;	1.2 g

: 107-10-8
propylamine

: 79-83-4
pantothenic acid

: 874304-32-2
(R)-2,4-dihydroxy-3,3-dimethyl-N-(3-oxo-3-(propylamino)propyl)butanamide

Conditions

Conditions	Yield
Stage #1: pantothenic acid With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.333333h; Inert atmosphere; Stage #2: propylamine In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;	79%

: 79-83-4
pantothenic acid

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 864239-47-4
3-{[(4R)-2-(p-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 16h;	75%
With camphor-10-sulfonic acid In N,N-dimethyl-formamide	68%
With (1S)-10-camphorsulfonic acid In dichloromethane at 20℃;	51%
In dichloromethane at 20℃; for 8h;	48%
With camphor-10-sulfonic acid In dichloromethane at 20℃;	35%

: 79-83-4
pantothenic acid

: 101759-90-4
N-(2-aminoethyl)-3-hydroxy-5,5-dimethoxy-3-methylpentanamide

: 101759-91-5, 101759-92-6
N-<3-<<(2,4-dihydroxy-3,3-dimethylbutanoyl)amino>propanamido>ethyl>-3-hydroxy-5,5-dimethoxy-3-methylpentanamide

Conditions

Conditions	Yield
With 2,2'-dipyridyldisulphide; triphenylphosphine In N,N-dimethyl-formamide for 1h;	71%

: 79-83-4
pantothenic acid

: 1095-85-8
2-amino tritylthio ethane

: S-tritylpantetheine

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20℃; for 24h;	68%

: 79-83-4
pantothenic acid

: 1095-85-8
2-amino tritylthio ethane

: S-tritylpantetheine

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20℃; for 24h;	68%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20℃; for 24h;	68%

: 79-83-4
pantothenic acid

p-anisaldehyde-dimethoxy-acetal: p-anisaldehyde-dimethoxy-acetal

: 76-26-6, 3144-16-9, 5872-08-2, 35963-20-3
camphor-10-sulfonic acid

: 3-{[2-(4-Methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane-4-carbonyl]-amino}-propionic acid

Conditions

Conditions	Yield
In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran	51%

...Expand

: 79-83-4
pantothenic acid

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: C17H23NO6

Conditions

Conditions	Yield
With camphor-10-sulfonic acid at 20℃; for 16h; Inert atmosphere;	50%

: 79-83-4
pantothenic acid

: 108-98-5
thiophenol

: 142611-90-3
S-phenyl thiopantothenate

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 2.16667h;	48%
With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 3.16667h;	42%

: 79-83-4
pantothenic acid

: 75-08-1
ethanethiol

: 521981-75-9
ethyl thiopantothenate

Conditions

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 2.33333h;	46%
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 2.16667h;	32%

: (2R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-(3.4-dihydroxy-butylamide)

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With barium permanganate; sulfuric acid

: 1112-33-0
D-pantoic acid

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
unter Einw. von Acetobacter suboxydans;

: 85-61-0
coenzyme A

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Hydrolysis.enzymatische Hydrolyse;

: 72-18-4
L-valine

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
Mechanism; multistep reaction; also by using (2RS)-(3S)-4-(13C)-valine; biosynthesis of pantothenic acid; stereospecificity of the biological hydroxymethylation of 2-oxo-isovaleric acid;

(+)(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-lactone: (+)(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-lactone

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
unter Einw. von Acetobacter suboxydans;

: 14529-00-1
benzyl 3-aminopropionate

(-)(R)-pantolactone: (-)(R)-pantolactone

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
at 100℃; Hydrogenolyse des Reaktionsprodukts an Platin in Eisessig oder Ameisensaeure;

: 81-13-0
pantothenol

: 7664-93-9
sulfuric acid

Ba(MnO4)2: Ba(MnO4)2

: 79-83-4
pantothenic acid

...Expand

: 599-04-2
(R)-Pantolacton

calcium-<3-amino propionate>: calcium-<3-amino propionate>

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With methanol

(R)-2.4-diacetoxy-3.3-dimethyl-butyric acid-<3-hydroxy-propylamide>: (R)-2.4-diacetoxy-3.3-dimethyl-butyric acid-<3-hydroxy-propylamide>

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With barium permanganate; sulfuric acid anschliessende Hydrolyse mit wss.Ba(OH)2;

(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-<3.3-diethoxy-propylamide>: (R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-<3.3-diethoxy-propylamide>

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; oxalic acid

(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-<3-oxo-propylamide>: (R)-2.4-dihydroxy-3.3-dimethyl-butyric acid-<3-oxo-propylamide>

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
With barium dihydroxide; silver(l) oxide

: 16690-93-0
sodium β-alaninate

(R)-2.4-dihydroxy-3.3-dimethyl-butyric acid amide: (R)-2.4-dihydroxy-3.3-dimethyl-butyric acid amide

: 79-83-4
pantothenic acid

Conditions

Conditions	Yield
at 100℃;

: 144-62-7
oxalic acid

: 851986-98-6
(R)-N-(3,3-diethoxypropyl)-2,4-dihydroxy-3,3-dimethylbutanamide

H2O2: H2O2

water: water

: 79-83-4
pantothenic acid

...Expand

: 79-83-4
pantothenic acid

: 538-75-0
dicyclohexyl-carbodiimide

: 75980-10-8
N-(D-Pantothenoyl)-N,N'-dicyclohexylurea

Conditions

Conditions	Yield
In 1,4-dioxane for 24h;	42.3%

: 79-83-4
pantothenic acid

: 5188-07-8
sodium thiomethoxide

: methyl thiopantothenate

Conditions

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 2.16667h;	39%

: 79-83-4
pantothenic acid

: 2450-71-7
Propargylamine

: (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-oxo-3-(prop-2-yn-1-ylamino)propyl)butanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	38%

: 64-17-5
ethanol

: 79-83-4
pantothenic acid

: 10527-68-1
ethyl D-pantothenate

Conditions

Conditions	Yield
With hydrogenchloride	33%

: 619-99-8
3-ethylhexane

: 79-83-4
pantothenic acid

: [2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid 2-amino-ethyl ester

: 96042-30-7
4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

: [2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid 2-[3-((R)-2,4-dihydroxy-3,3-dimethyl-butyrylamino)-propionylamino]-ethyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine In methanol; N,N-dimethyl-formamide	26.4%

...Expand

: 79-83-4
pantothenic acid

: 18542-42-2
(2-aminoethyl)methylsulfide

: (R)-2,4-dihydroxy-3,3-dimethyl-N-(3-((2-(methylthio)ethyl)amino)-3-oxopropyl)butanamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 2h;	21.02%

D-Pantothenic acid Specification

The D-Pantothenic acid, with the CAS registry number 79-83-4, is also known as β-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]-. It belongs to the product categories of Feed Additives; Aliphatics; Chiral Reagents; Intermediates & Fine Chemicals; Isotope Labelled Compounds; Pharmaceuticals. Its EINECS number is 205-278-9. This chemical's molecular formula is C₉H₁₇NO₅ and molecular weight is 186.29. What's more, its systematic name is N-[(2R)-2,4-Dihydroxy-3,3-dimethylbutanoyl]-β-alanine. Its classification codes are: (1)Growth Substances; (2)Micronutrients; (3)Vitamin B Complex; (4)Vitamins. This chemical is a water-soluble vitamin. It is an essential nutrient for many animals. It is used in the synthesis of coenzyme A (CoA).

Physical properties of D-Pantothenic acid are: (1)ACD/LogP: -0.856; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.23; (4)ACD/LogD (pH 7.4): -3.99; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 106.86 Å²; (13)Index of Refraction: 1.512; (14)Molar Refractivity: 51.928 cm³; (15)Molar Volume: 173.094 cm³; (16)Polarizability: 20.586×10^-24cm³; (17)Surface Tension: 54.81 dyne/cm; (18)Density: 1.267 g/cm³; (19)Flash Point: 287.34 °C; (20)Enthalpy of Vaporization: 95.614 kJ/mol; (21)Boiling Point: 551.505 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Uses of D-Pantothenic acid: it can be used to produce 3-(2,4-dihydroxy-3,3-dimethyl-butyrylamino)-thiopropionic acid S-ethyl ester at the temperature of 0 - 20 °C. It will need reagents diphenylphosphoryl azide, Et₃N and solvent dimethylformamide with the reaction time of 140 min. The yield is about 46%.

D-Pantothenic acid can be used to produce 3-(2,4-dihydroxy-3,3-dimethyl-butyrylamino)-thiopropionic acid S-ethyl ester at the temperature of 0 - 20 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NCCC(=O)O)[C@H](O)C(C)(C)CO
(2)Std. InChI: InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1
(3)Std. InChIKey: GHOKWGTUZJEAQD-ZETCQYMHSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1443mg/kg (1443mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Pharmaceutical Chemistry Journal Vol. 17, Pg. 32, 1983.
mouse	LD50	subcutaneous	2500mg/kg (2500mg/kg)		Journal of the American College of Toxicology. Vol. 6(1), Pg. 139, 1987.
mouse	LD50	unreported	2490mg/kg (2490mg/kg)		Bitamin. Vol. 25, Pg. 297, 1962.
rat	LD50	subcutaneous	3500mg/kg (3500mg/kg)		Journal of the American College of Toxicology. Vol. 6(1), Pg. 139, 1987.

Product Name

D-Pantothenic acid

Synthetic route

D-Pantothenic acid Specification

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