5451-09-2

Usage

Uses

Used in Photodynamic Therapy:
5-Aminolevulinic acid hydrochloride is used as a photosensitizer for the photodynamic therapy of diseases such as Paget's disease and human papillomavirus (HPV) infection-associated cervical condylomata acuminata. It aids in the treatment process by enhancing the effects of light-based therapies.
Used in Heme Biosynthesis:
5-Aminolevulinic acid hydrochloride is used as a supplement for culturing Escherichia coli cells for heme biosynthesis. It plays a crucial role in the production of heme, which is an essential component of hemoglobin and other biological processes.
Used in Pharmaceutical Industry:
As a precursor of tetrapyrroles in the biosynthesis of chlorophyll and heme, 5-Aminolevulinic acid hydrochloride is used in the pharmaceutical industry for the development of drugs targeting various medical conditions.
Used in Skin Treatment:
5-Aminolevulinic acid hydrochloride is used in the treatment of minimally to moderately thick actinic keratosis of the face or scalp. It is combined with blue light illumination to improve the effectiveness of the treatment.
Chemical Properties:
5-Aminolevulinic acid hydrochloride appears as white to pale yellow crystals.

Biochem/physiol Actions

5-Aminolevulinic acid (5-ALA) is an intermediate in heme biosynthesis and is useful in cancer treatment. It is a non-protein amino acid. 5-ALA also has applications in the field of agriculture. It is being studied as an inducing reagent for protoporphyrin IX (PPIX) dependent fluorescence diagnosis of metastatic lymph nodes. 5-ALA is used for photodynamic therapy of diseases, such as Paget′s disease and HPV infection-associated cervical condylomata acuminata.

Purification Methods

Dry ALA-HCl in a vacuum desiccator over P2O5 overnight, then crystallise it by dissolving it in cold EtOH and adding dry Et2O. Also crystallis

InChI:InChI=1/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H

Synthetic route

5-phthalimidyl levulinic acid (92632-81-0) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride In water for 6h; Reflux;	96.6%
With hydrogenchloride In water for 10h; Reflux;	85%
With hydrogenchloride In water for 16h; Reflux;	83%
With hydrogenchloride for 8h; Heating;	63.8%

N-acetyl-5-aminolevulinic acid methyl ester (93393-93-2) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride at 100℃;	95%

ethyl 5-nitro-4-oxopentanoate → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride; water; hydrogen; palladium on activated charcoal under 1137.73 Torr;	94%

methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate (109258-71-1) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride for 10h; Heating;	92%
With hydrogenchloride 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C; Yield given. Multistep reaction;
With hydrogenchloride In water
With hydrogenchloride; water	85 %Chromat.

benzoylaminolevulinic acid (102872-00-4) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride In water for 12h; Reflux;	92%

C12H22N4O2 → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Stage #1: C12H22N4O2 With sodium hypochlorite; sodium hydroxide In water at 0℃; for 2h; Stage #2: With hydrogenchloride In water for 0.5h; pH=1;	86.9%

C9H15NO5 → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride at 100℃; Industrial scale;	86.5%

dimethyl 2-(acetylamino)-3-oxohexanedioate (222641-36-3) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride; water for 4h; Heating;	85%

diethyl 2-acetylamino-3-oxohexanedioate (839724-53-7) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride In ethyl acetate for 4h; Heating / reflux;	82%

methyl 5-nitro-4-oxopentanoate → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride; zinc In water at 110℃; for 45h; Reagent/catalyst; Temperature;	80%

5,5-dimethoxy-2-oxopiperidine-1-carboxylic acid methyl ester (155585-41-4) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride In ethanol for 12h; Heating;	77%

methyl 5-azidolevulinate (159150-70-6) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol under 760 Torr; for 2h; Ambient temperature;	75%

5-(azidomethyl)furan-2-carbaldehyde (1268257-14-2) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Stage #1: 5-(azidomethyl)furan-2-carbaldehyde With oxygen; rose bengal In methanol at 20℃; for 6h; UV-irradiation; Stage #2: With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol under 1520.1 Torr; for 6h;	74%

methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate (109258-71-1) → 5-aminolevulinic acid hydrochloride (5451-09-2) + benzene-1,2-dicarboxylic acid (88-99-3)

Conditions	Yield
With hydrogenchloride In water at 12℃; Heating;	A 73.2% B n/a

5-(acetylamino)-6-ethoxy-4,6-dioxohexanoic acid (652151-56-9) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
In hydrogenchloride Heating;	73%

4-oxo-5-acetylaminopentanoic acid (20238-92-0) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride Heating;	70%
With hydrogenchloride
With hydrogenchloride In water at 115℃; for 1h; Temperature;

5-Aminomethyl-dihydro-furan-2-one; hydrochloride → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With chromium(VI) oxide; sulfuric acid 1.) reflux, 4 h, 2.) r.t., overnight;	65%

piperidine-2,5-dione (52065-78-8) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride for 12h; Heating;	51%

2,2-dimethyl-4,6-dioxo-5-(3-phthalimido-2-oxopropyl)-1,3-dioxane (114681-18-4) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
With hydrogenchloride 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C; Yield given. Multistep reaction;

tert-butyl methylether + 5-azido levulinic acid + isopropyl alcohol (67-63-0) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
In hydrogenchloride; methanol; hydrogen

5-(azidomethyl)dihydrofuran-2(3H)-one (179532-81-1) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / Raney nickel / diethyl ether; H2O / 0.33 h / Ambient temperature 2: 65 percent / CrO3, 5percent aq. H2SO4 / 1.) reflux, 4 h, 2.) r.t., overnight View Scheme

methyl 5-bromo-4-oxopentanoate (53856-93-2) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / NaN3 / dimethylformamide / 1 h / -10 °C 2: 75 percent / H2, HCl / 30percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: 59 percent / dimethylformamide / 1 h / Ambient temperature 2: 92 percent / 6 M HCl / 10 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 1.) K2CO3 / 1.) DMFA, 20 deg C, 20 min, 2.) 72 h, 3.) water, 20 deg C, 24 h 2: 1.) conc. HCl, 2.) conc. HCl / 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C View Scheme

levulinic acid (123-76-2) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: Br2 / 3.5 h / Heating 2: 100 percent / NaN3 / dimethylformamide / 1 h / -10 °C 3: 75 percent / H2, HCl / 30percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: bromine / 22 - 23 °C / Large scale 2: N,N-dimethyl-formamide 3: hydrogenchloride / water View Scheme

3-oxopiperidine-1-carboxylic acid methyl ester (61995-18-4) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: 84 percent / p-toluenesulfonic acid / 0.5 h 2: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature 3: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating View Scheme

3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester (56475-87-7) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) CH3COOK, 3.) aq. Na2CO3 / 1.) electrolysis, electrochemical oxidation 2: 84 percent / p-toluenesulfonic acid / 0.5 h 3: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature 4: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating View Scheme

3,3-dimethoxypiperidine-1-carboxylic acid methyl ester (155585-40-3) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature 2: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating View Scheme

5-Acetoxy-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 4 steps 1: 95 percent / aq. Na2CO3 / methanol / 0.33 h / Ambient temperature 2: 84 percent / p-toluenesulfonic acid / 0.5 h 3: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature 4: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating View Scheme

2-Pyridone (142-08-5) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: 34 percent / Elbs oxidation 2: 76 percent / H2 / Pd/C / methanol / 5 h / 30 °C 3: 51 percent / conc. HCl / 12 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 34 percent / Elbs oxidation 2: 54 percent / KOH / dimethylsulfoxide / 1 h 3: H2 / Pd/C / methanol / 3 h / 30 °C 4: 51 percent / conc. HCl / 12 h / Heating View Scheme

2,5-dihydroxypyridine (5154-01-8) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / H2 / Pd/C / methanol / 5 h / 30 °C 2: 51 percent / conc. HCl / 12 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 54 percent / KOH / dimethylsulfoxide / 1 h 2: H2 / Pd/C / methanol / 3 h / 30 °C 3: 51 percent / conc. HCl / 12 h / Heating View Scheme

5-aminolevulinic acid hydrochloride (5451-09-2) + silver methanesulfonate (2386-52-9) → 5-amino-4-oxopentanoic acid methanesulfonate

Conditions	Yield
In water	96%

5-aminolevulinic acid hydrochloride (5451-09-2) → 2,5-(β-carboxyethyl)dihydropyrazine (77479-03-9)

Conditions	Yield
With nitrogen In sodium hydroxide Cyclization;	95%

5-aminolevulinic acid hydrochloride (5451-09-2) → 5-aminolevulinic acid phosphate

Conditions	Yield
With phosphoric acid; triethylamine In water at 0 - 20℃; for 0.166667h; Product distribution / selectivity;	93%
With phosphoric acid; triethylamine In ethanol; water at 0 - 20℃; for 1h; Product distribution / selectivity;	90%
With picoline; phosphoric acid In water at 20℃; for 0.166667h; Product distribution / selectivity;	77%

monoethyl ether of triethylene glycol (112-50-5) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 5-amino-4-oxo-pentanoic acid 2-[2-(2-ethoxy-ethoxy)-ethoxy]-ethyl ester; hydrochloride

Conditions	Yield
With thionyl chloride at 50℃; for 5h;	90%

2-methoxy-ethanol (109-86-4) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 2-Methoxyethyl 5-amino-4-oxopentanoate Hydrochloride

Conditions	Yield
With thionyl chloride at 50℃; for 5h;	90%
With thionyl chloride at 60℃; for 5h;

di-tert-butyl dicarbonate (24424-99-5) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid (72072-06-1)

Conditions	Yield
With sodium hydrogencarbonate In methanol at 21℃; Inert atmosphere;	90%
With sodium hydrogencarbonate In methanol at 20℃; for 12h;	90%
With sodium hydrogencarbonate In methanol for 6h; Inert atmosphere; Sonication;	82%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; Cooling with ice;	78%
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 18h; pH=8.5;

2-ethoxy-ethanol (110-80-5) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 5-amino-4-oxo-pentanoic acid 2-ethoxy-ethyl ester; hydrochloride

Conditions	Yield
With thionyl chloride at 50℃; for 5h;	89%
With thionyl chloride at 60℃; for 5h;

5-Hexen-1-ol (821-41-0) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 5-hexenyl 5-aminolevulinate hydrochloride

Conditions	Yield
Stage #1: 5-aminolevulinic acid hydrochloride With thionyl chloride; N,N-dimethyl-formamide Stage #2: 5-Hexen-1-ol at 20℃; for 1.5h;	89%

ethoxyethoxyethanol (111-90-0) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 3,6-Dioxa-1-octyl 5-amino-4-oxopentanoate Hydrochloride

Conditions	Yield
With thionyl chloride at 50℃; for 5h;	87%
	0.90 g (53%)

5-aminolevulinic acid hydrochloride (5451-09-2) + 1,3-cylohexanedione (504-02-9) → 3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoic acid (218129-12-5)

Conditions	Yield
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;	87%
With sodium acetate In water at 100℃; for 16h;	82%
With sodium acetate In water at 110℃; for 12h;	60%
With sodium acetate In water at 110℃; for 12h; Product distribution / selectivity;

methanol (67-56-1) + 5-aminolevulinic acid hydrochloride (5451-09-2) → methyl aminolevulinate (79416-27-6)

Conditions	Yield
With thionyl chloride at 20℃; for 30h;	86.3%
With thionyl chloride at 20℃; for 48h;	81%
With thionyl chloride at 0 - 20℃;
With thionyl chloride

5-aminolevulinic acid hydrochloride (5451-09-2) + hexan-1-ol (111-27-3) → 5-amino-4-oxo-pentanoic acid hexyl ester; hydrochloride

Conditions	Yield
Stage #1: hexan-1-ol With thionyl chloride at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 5-aminolevulinic acid hydrochloride at 20℃; for 3h; Inert atmosphere; Reflux;	86%
With thionyl chloride for 26h; Heating;	48.2%
With thionyl chloride at 60℃; for 5h;

5-aminolevulinic acid hydrochloride (5451-09-2) + hexan-1-ol (111-27-3) → 5-aminolaevulinic acid n-hexyl ester

Conditions	Yield
Stage #1: 5-aminolevulinic acid hydrochloride; hexan-1-ol With thionyl chloride for 0.166667h; Cooling with ice; Stage #2: 5-aminolevulinic acid hydrochloride at 20 - 80℃; for 3h; Heating;	86%

5-aminolevulinic acid hydrochloride (5451-09-2) + acetylacetone (123-54-6) → 3-(4-acetyl-5-methyl-1H-pyrrol-3-yl)propanoic acid (38664-17-4)

Conditions	Yield
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;	85%

cycloheptane-1,3-dione (1194-18-9) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propanoic acid (760998-19-4)

Conditions	Yield
With sodium acetate In water at 100℃; for 2h;	80%
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;	75%

5-aminolevulinic acid hydrochloride (5451-09-2) + butan-1-ol (71-36-3) → 5-aminolevulinic acid butyl ester hydrochloride

Conditions	Yield
With thionyl chloride for 0.416667h; Heating;	78.9%

homoalylic alcohol (627-27-0) + 5-aminolevulinic acid hydrochloride (5451-09-2) → 3-butenyl 5-aminolevulinate hydrochloride

Conditions	Yield
Stage #1: 5-aminolevulinic acid hydrochloride With thionyl chloride; N,N-dimethyl-formamide at 20℃; for 12h; Stage #2: homoalylic alcohol at 20℃; for 1.5h;	77%

5-aminolevulinic acid hydrochloride (5451-09-2) + dimedone (126-81-8) → 3-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoic acid (258831-35-5)

Conditions	Yield
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;	76%
With sodium acetate In water at 110℃; for 4h;	68%
With sodium acetate In water at 110℃; for 4h;	68%

Upstream product

• 92632-81-0 5-phthalimidyl levulinic acid 
• 109258-71-1 methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate 
• 93393-93-2 N-acetyl-5-aminolevulinic acid methyl ester 
• 155585-41-4 5,5-dimethoxy-2-oxopiperidine-1-carboxylic acid methyl ester 
• 20238-92-0 4-oxo-5-acetylaminopentanoic acid 
• 222641-36-3 dimethyl 2-(acetylamino)-3-oxohexanedioate 
• 67-63-0 isopropyl alcohol 
• 142-08-5 2-Pyridone 
• 123-76-2 levulinic acid 
• 106-60-5 ALA 
• 1268257-14-2 5-(azidomethyl)furan-2-carbaldehyde 
• 29491-94-9 2-phenyl-4-(β-carbomethoxypropionyl)oxazolin-5-one 
• 102872-00-4 benzoylaminolevulinic acid 
• 5457-44-3 dimethyl 3-oxoadipate 

Downstream Products

• 79416-27-6 methyl aminolevulinate 
• 77479-02-8 pyrazine-2,5-dipropionic acid 
• 77479-03-9 2,5-(β-carboxyethyl)dihydropyrazine 
• 163271-32-7 5-aminolevulinic acid benzyl ester hydrochloride 
• 258831-35-5 3-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoic acid 
• 837425-61-3 3-[5-methyl-4-(toluene-4-sulfonyl)-1H-pyrrol-3-yl]-propionic acid 
• 837425-63-5 3-[4-(4-chloro-benzenesulfonyl)-5-methyl-1H-pyrrol-3-yl]-propionic acid 
• 1056118-80-9 2-[4-(2-carboxy-ethyl)-2-methyl-1H-pyrrole-3-sulfonyl]-benzoic acid ethyl ester 
• 1056118-79-6 3-[4-(2-carboxy-ethyl)-2-methyl-1H-pyrrole-3-sulfonyl]-benzoic acid ethyl ester 
• 837425-57-7 3-(4-benzenesulfonyl-5-methyl-1H-pyrrol-3-yl)-propionic acid 
• 868074-65-1 5-aminolevulinic acid phosphate 
• 396078-80-1 3,3-Dimethyl-1-butyl 5-amino-4-oxopentanoate Hydrochloride 
• 396078-93-6 3-Methylbenzyl 5-amino-4-oxopentanoate Hydrochloride 
• 396078-75-4 4-Nitrobenzyl 5-amino-4-oxopentanoate Hydrochloride 

Relevant academic research and scientific papers

Convenient syntheses of δ-aminolevulinic acid

Two convenient procedures for the synthesis of δ-aminolevulinic acid (5-ALA) are described.

Synthesis of the natural herbicide δ-aminolevulinic acid from cellulose-derived 5-(chloromethyl)furfural

Cellulose-derived 5-(chloromethyl)furfural is converted into δ-aminolevulinic acid in three chemical steps involving conversion to 5-(azidomethyl)furfural, photooxidation, and catalytic hydrogenation in 68% overall yield. δ-Aminolevulinic acid is a natural product with important agrochemical and pharmaceutical applications.

A convenient method for introducing oxo group into the β-position of cyclic amines and its application to synthesis of δ-aminolevulinic acid

Oxo group could be introduced into the β-position of N-methoxycarbonylated cyclic amines by utilizing electrochemical oxidation and/or m-chloroperbenzoic acid oxidation, and this method was applied to the preparation of δ-aminolevulinic acid, an intermediate of chlorophyll biosynthesis.

Synthesis method of 5-aminolevulinic acid hydrochloride

The invention relates to a synthesis method of 5-aminolevulinic acid hydrochloride, which specifically comprises the following steps: by taking ethyl 4-bromo-4-valerate as a raw material, carrying out amination reaction and hydrolysis reaction to synthesize a target product. The synthesis method disclosed by the invention is mild in reaction condition and high in atom utilization rate, the total yield is 47%, and the process route does not use a heavy metal reagent which is relatively high in toxicity and high in price, is high in safety and conforms to the green chemistry concept.

Preparation method of 5-aminolevulinic acid hydrochloride

The invention discloses a preparation method of 5-aminolevulinic acid hydrochloride, which comprises the following steps: by taking 1, 3-dichloroacetone as an initial raw material, reacting with Meldrum's acid or a derivative thereof, then carrying out ester exchange, ammoniation reaction and hydrolysis decarboxylation, and finally decolorizing, concentrating and recrystallizing to obtain the 5-aminolevulinic acid hydrochloride. The method is high in yield, convenient to operate, stable in quality and suitable for industrial production.

Preparation method of 5-aminolevulinic acid hydrochloride

The invention discloses a preparation method of 5-aminolevulinic acid hydrochloride, the method comprises the following steps: taking 1, 3-dichloroacetone as an initial raw material, reacting with a malonate compound, then carrying out ammonification reaction and hydrolysis decarboxylation, and finally decolorizing, concentrating and recrystallizing to obtain the 5-aminolevulinic acid hydrochloride. The method is high in yield, convenient to operate, stable in quality and suitable for large-scale industrial production.

Preparation method 5 - ALA intermediate 5 - bromoolevulinic acid ester

The invention relates to a preparation method of 5 - ALA intermediate 5 - bromoacetyl ester, which is characterized by comprising the following steps: (S1) reaction of the urotropine and a bromine source to prepare the urotropine bromine complex. (S2) Lourotropine bromide complex and levulinic acid ester reaction. Gave 5 - bromoolevulinic acid ester. Compared with the prior art, a bromo reagent such as liquid bromine and 5 - is used directly, NBS-site bromination product yield is increased 5 - 10% or more. The defect that 3 -position bromination or multi-site bromination product is large and separation is difficult in the bromination reaction is overcome. The method is cheap and easily available in raw materials, simple and convenient to operate and suitable for large-scale preparation 5 - ALA intermediate 5 - bromolevulinic acid ester .

Preparation method of 5 -aminolevulinic acid hydrochloride intermediate (by machine translation)

The invention relates to a preparation method of 5 -aminolevulinic acid hydrochloride intermediate, which belongs to the field of pharmaceutical compound synthesis and provides a 5 -aminolevulinic acid hydrochloride intermediate preparation method which comprises the following technical points: (a), (1) or (2) compound in reaction solvent a, oxidizing agent a, compound of formula (5); or process b) wherein the compound of formula (6) or formula (3 4) is obtained under the action of a reaction solvent b and an oxidizing agent b 6. The compound of formula (6) is then purified to give 5 -aminolevulinic acid hydrochloride by an acidic hydrolysis deprotecting group, or a direct acidic hydrolysis deprotecting group. The environment-friendly oxidation reagent is adopted, the quality requirement of high-quality medicine raw materials can be met at the same time, the production efficiency can be improved, and the requirement of industrial large-scale production can be met. (by machine translation)

A 5 - aminolevulinic acid hydrochloride of new synthetic method (by machine translation)

The invention belongs to the field of organic synthesis, in particular relates to a 5 - aminolevulinic acid hydrochloride new synthesis method. The synthesis method the new synthesis method ech as the starting material, by Gabriel reaction, ring-opening, oxidation, substituted, hydrolysis reaction steps such as to obtain the target product 5 - aminolevulinic acid hydrochloride. The invention uses a 5 - aminolevulinic acid hydrochloride new synthesis method, can significantly speed up the reaction rate and to improve the yield, while at the same time little side reaction, the operation is simple, after treatment is convenient, and is suitable for industrial production. (by machine translation)

Synthesis of 5-aminolevulinic acid with nontoxic regents and renewable methyl levulinate

Synthesis of 5-aminolevulinic acid (5-ALA) was presented with novel bromination of biobased methyl levulinate (ML), followed by ammoniation and hydrolysis. Copper bromide (CuBr2) was employed as the bromination reagent with higher selectivity and activity instead of the conventional liquid bromine (Br2). 5-ALA was obtained in a high yield (64%) and purity (>95%) by optimum design, which is of great potential in industrialization.