60-18-4

Basic information

• Product Name: L-Tyrosine
• Synonyms: 3-(4-HYDROXYPHENYL)-L-ALANINE;2-Amino-3-(4-hydroxyphenyl)-propanoic acid;2-AMINO-3-(P-HYDROXYPHENYL)PROPIONIC ACID;4-HYDROXYPHENYLALANINE;FEMA 3736;H-L-TYR-OH;H-TYR-OH;L-3-[4-HYDROXYPHENYL]ALANINE
• CAS NO: 60-18-4
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.19
• EINECS: 200-460-4
• Product Categories: Inhibitors;Food and Feed Additive;Tyrosine [Tyr, Y];Amino Acids;Amino Acids and Derivatives;alpha-Amino Acids;Biochemistry;Nutritional Supplements;L-Amino Acids;Amino Acids;NORCURON;amino
• Mol File: 60-18-4.mol
• Article Data: 351

Chemical Properties

• Melting Point: >300 °C (dec.)(lit.)
• Boiling Point: 314.29°C (rough estimate)
• Flash Point: 176 °C
• Appearance: White to Pale-brown/powder
• Density: 1.34
• Refractive Index: -12 ° (C=5, 1mol/L HCl)
• Storage Temp.: Store at RT.
• Solubility: 1 M HCl: 25 mg/mL
• PKA: 2.2(at 25℃)
• Water Solubility: 0.45 g/L (25 ºC)
• Stability: Stable. Incompatible with strong oxidizing agents, strong reducing agents.
• Merck: 14,9839
• BRN: 392441
• CAS DataBase Reference: L-Tyrosine(CAS DataBase Reference)
• NIST Chemistry Reference: L-Tyrosine(60-18-4)
• EPA Substance Registry System: L-Tyrosine(60-18-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-40
• Safety Statements: 26-36-37/39-22
• WGK Germany: 3
• RTECS: YP2275600
• TSCA: Yes
• Hazardous Substances Data: 60-18-4(Hazardous Substances Data)

Usage

Chemical Description

L-Tyrosine is an amino acid, while the others are solvents, reagents, or reactants used in the synthesis of (–)-MY 336a.

InChI:InChI=1/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1

Synthetic route

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3) → L-tyrosine (60-18-4)

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h;	100%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed.;	100%
With dimethylsulfide; hydrogen fluoride at 0℃; for 2h; Product distribution; Var.: HF in anisole;	99.5%

L-Tyr-OMe (1080-06-4) → L-tyrosine (60-18-4)

Conditions	Yield
With ammonium bicarbonate; water In dichloromethane for 15h; α-chymotrypsin;	100%
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2;
With water at 37℃; Rate constant; pH 7.4; apparent rate constant of product formation; calculated nasal absorption rate constant;
With water; sodium chloride In dimethyl sulfoxide at 37℃; Rate constant; also human plasma as reagent;
Multi-step reaction with 4 steps 1: dichloromethane / 20 °C 2: copper diacetate; oxygen / acetonitrile / 20 h 3: potassium hydroxide / methanol; water / 7 h / Reflux 4: dimethyl sulfoxide; aq. phosphate buffer / 24 h / 37 °C / pH 7.4 View Scheme

L-tyrosine ethyl ester (949-67-7) → L-tyrosine (60-18-4)

Conditions	Yield
With ammonium bicarbonate; water In dichloromethane for 12h; α-chymotrypsin;	100%
With water at 37℃; Rate constant; pH 7.4; apparent rate constant of product formation; calculated nasal absorption rate constant;
With water; sodium chloride In dimethyl sulfoxide at 37℃; Rate constant; also human plasma as reagent;

N,O-bis-allyloxycarbonyl-L-tyrosine (104669-68-3) → L-tyrosine (60-18-4)

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; tri-n-butyl-tin hydride; acetic acid In dichloromethane Product distribution; slectivity of cleavge of allyl and allyloxycarbonyl groups; other amino acid derivatives;	100%
With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride In dichloromethane Ambient temperature;	95%

N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine (40298-71-3) → L-tyrosine (60-18-4)

Conditions	Yield
With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid for 3h;	100%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h;	100%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed.;	100%

Boc-Tyr-OH (3978-80-1) → L-tyrosine (60-18-4)

Conditions	Yield
With water at 170℃; for 0.05h; Microwave irradiation;	100%
With sodium tetrahydroborate In methanol; aq. phosphate buffer at 20℃; for 1h; Cooling with ice; Sealed tube;	87%
Multi-step reaction with 3 steps 1: potassium fluoride / N,N-dimethyl-formamide / 72 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 24 h / 20 °C 3: acetonitrile / 2.6 h / pH 7.2 / Photolysis; HEPES buffer View Scheme

4-Hydroxyphenylpyruvic acid (156-39-8) → L-tyrosine (60-18-4)

Conditions	Yield
With formate dehydrogenase; NAD; ammonium formate at 30℃; for 24h; PheDH;	99%
With L-phenylalanine; L-specific transaminase ywfG at 20℃; for 16h; pH=8; aq. potassium phosphate buffer; Enzymatic reaction;

4-hydroxyphenylpyruvate- (622-54-8) → L-tyrosine (60-18-4)

Conditions	Yield
With ammonium formate; tris hydrochloride; nicotinamide adenine dinucleotide; formate dehydrogenase; phenylalanine dehydrogenase In water at 30℃; for 24h;	99%
With L-glutamic acid; pyridoxal 5'-phosphate In water at 40℃; for 4h; E.coli Aspartate transaminase, pH 8;	80%

(RS)-tyrosinamide hydrochloride (117888-80-9) → L-tyrosine (60-18-4)

Conditions	Yield
With pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride In aq. buffer at 40℃; for 6h; pH=7.0; Enzymatic reaction;	99%

(Z)-2-benzamido-3-(p-hydroxyphenyl)-2-propenic acid (64896-32-8) → L-tyrosine (60-18-4)

Conditions	Yield
With hydrogen; PF6 In tetrahydrofuran at 25℃; under 760 Torr;	98%
With hydrogen; PF6 In tetrahydrofuran at 25℃; under 760 Torr; effects of solvents dependency of the optical yields;

Nα-(allyloxycarbonyl)tyrosine O-allyl ether (104669-69-4) → L-tyrosine (60-18-4)

Conditions	Yield
With tri-n-butyl-tin hydride; bis-triphenylphosphine-palladium(II) chloride In dichloromethane Ambient temperature;	95%

D,L-Tyr-OPron (125511-37-7) → L-tyrosine (60-18-4)

Conditions	Yield
With Alcalase; pyridoxal 5'-phosphate; water In tert-butyl alcohol at 40℃; for 4h; pH=8.5; racemization of D-enantiomer; kin. resolution;	95%

benzyl tyrosinate (137838-07-4) → L-tyrosine (60-18-4)

Conditions	Yield
With Alcalase; pyridoxal 5'-phosphate; water In tert-butyl alcohol at 40℃; for 3h; pH=8.5; racemization of D-enantiomer; kin. resolution;	95%
With Alcalase; 3,5-dichlorobenzaldehyde In water; acetonitrile at 35℃; for 24h; pH=8.5; Enzymatic reaction; optical yield given as %ee;	95%

(S)-2-amino-3-(4-(propa-1,2-dien-1-yloxy)phenyl)propanoic acid → L-tyrosine (60-18-4)

Conditions	Yield
With tris[(3-sulfophenyl)phosphine]palladium(0) dodecasodium salt In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 0.0833333h; pH=7.8; Catalytic behavior; Reagent/catalyst;	95%

tyrosine ethyl ester (34081-17-9) → L-tyrosine (60-18-4)

Conditions	Yield
With Alcalase; 3,5-dichlorobenzaldehyde In water; acetonitrile at 35℃; for 72h; pH=7.5; Enzymatic reaction; optical yield given as %ee;	92%
With α-chymotrypsin In water; acetone at 30℃; for 24h; Product distribution; var. solvents; other amino acids;	50%

D,L-TyrO-iPr (81084-84-6) → L-tyrosine (60-18-4)

Conditions	Yield
With Alcalase; 3,5-dichlorobenzaldehyde In water; acetonitrile at 35℃; for 120h; pH=8.0; Enzymatic reaction; optical yield given as %ee;	92%

hexan-1-amine (111-26-2) + (S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-(4-hydroxy-phenyl)-propionic acid (78641-67-5) → L-tyrosine (60-18-4) + 1-hexyl-3,5-dinitro-4-pyridone (74197-48-1)

Conditions	Yield
In pyridine Product distribution;	A 88.3% B n/a

tyrosine methyl ester hydrochloride (3417-91-2, 3728-20-9, 68697-61-0) → tyrosine (556-02-5) + D-tyrosine methyl ester (3410-66-0) + L-tyrosine (60-18-4)

Conditions	Yield
at 30℃; for 0.333333h; enzyme alcalase from Bacillus licheniforms; pH 8.0; Yields of byproduct given;	A n/a B 86% C n/a
at 30℃; for 0.333333h; enzyme alcalase from Bacillus licheniforms; pH 8.0; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

p-borono-L-phenylalanine (76410-58-7) → L-tyrosine (60-18-4)

Conditions	Yield
With sodium L-ascorbate; fluorescein free acid In aq. phosphate buffer for 0.5h; pH=7.4; Irradiation;	85%

piruvate (57-60-3) + phenol (108-95-2) → L-tyrosine (60-18-4)

Conditions	Yield
With ethylenediaminetetraacetic acid; pyridoxal 5'-phosphate; Ammonium; recombinant wild-type thermophilic tyrosine phenol lyases from thermophilic microorganism Symbiobacterium toebii In aq. phosphate buffer at 37℃; pH=8; Green chemistry; Enzymatic reaction; stereoselective reaction;	84%
With ammonium chloride at 50℃; β-tyrosinase from Symbiobacterium thermophilum, 0.2 mM pyridoxal-5'-phosphate, 50 mM potassium phosphate buffer pH 8.0;

(S)-tert-butyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanoate (18938-60-8) → L-tyrosine (60-18-4)

Conditions	Yield
With acetic acid In water at 160℃; for 0.0833333h; Microwave irradiation; optical yield given as %ee;	81%
Multi-step reaction with 3 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 21 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 0 - 21 °C / Inert atmosphere 2.2: Inert atmosphere 3.1: water / 24 h / 21 °C / pH 7.5 View Scheme

L-serin (56-45-1) + phenol (108-95-2) → L-tyrosine (60-18-4)

Conditions	Yield
With ammonium acetate In water at 37℃; for 20h; pH 8.5; with Erwinia herbicola;	80%
at 70℃; for 2.5h; β-tyrosinase from Symbiobacterium thermophilum, 50 mM potassium phosphate buffer pH 8.0;

(S)-4-(4-hydroxybenzyl)-2,2-borabicyclo[3.3.1]nonane-1,3,2-oxazaborilidin-5-one → L-tyrosine (60-18-4)

Conditions	Yield
With hydrogenchloride In methanol; water at 20℃; for 0.5h; Inert atmosphere;	80%

methanol (67-56-1) + (S)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid (1050-28-8) → benzyl methyl ether (538-86-3) + L-tyrosine (60-18-4)

Conditions	Yield
With potassium hydroxide; [bis(acetoxy)iodo]benzene at 0 - 5℃; for 1.5h;	A 78% B n/a

Cbz-Tyr-OH (1164-16-5) → L-tyrosine (60-18-4)

Conditions	Yield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;	72%
With cell extract of Sphingomonas paucimobilis SC 16113 In water at 42℃; for 20h; Enzymatic reaction;	100 % Chromat.
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction;

tyrosine methyl ester (1080-06-4, 3410-66-0, 18869-47-1) + Moz-Asp(Bzl)-OBzl (145126-13-2) → L-tyrosine (60-18-4) + Moz-Asp(Bzl)-D-Tyr-OMe

Conditions	Yield
Stage #1: tyrosine methyl ester With Alcalase; water In tert-butyl alcohol at 25℃; pH=8.5; kinetic resolution; Stage #2: Moz-Asp(Bzl)-OBzl With Alcalase In tert-butyl alcohol Condensation;	A n/a B 63%

D,L-tyrosine benzyl ester hydrochloride (15035-17-3, 87004-79-3) → L-tyrosine (60-18-4)

Conditions	Yield
Stage #1: D,L-tyrosine benzyl ester hydrochloride With lithium carbonate In water; tert-butyl alcohol at 23℃; for 0.166667h; Resolution of racemate; Stage #2: With 2-Hydroxymethylpyridine; Alcalase; water; zinc(II) acetate dihydrate In tert-butyl alcohol at 23℃; for 4h; Resolution of racemate; Enzymatic reaction; optical yield given as %ee;	63%

(S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one (205866-50-8) → L-tyrosine (60-18-4)

Conditions	Yield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;	62%

(2S)-2-amino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid → L-tyrosine (60-18-4)

Conditions	Yield
With tris[(3-sulfophenyl)phosphine]palladium(0) dodecasodium salt In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 0.0833333h; pH=7.8; Catalytic behavior; Reagent/catalyst;	47%

methanol (67-56-1) + L-tyrosine (60-18-4) → L-Tyr-OMe (1080-06-4)

Conditions	Yield
With thionyl chloride 1.) room temperature, 2 h, 2.) reflux, 0.5 h;	100%
With thionyl chloride	100%
With thionyl chloride at 0 - 20℃;	99%

ethanol (64-17-5) + L-tyrosine (60-18-4) → L-tyrosine ethyl ester (949-67-7)

Conditions	Yield
With hydrogenchloride	100%
With sulfuric acid at -10℃; Reflux;	90.2%
With amberlyst-15 Ambient temperature;	70%

ethyl trifluoroacetate, (383-63-1) + L-tyrosine (60-18-4) → N-trifluorosulfonyl-L-tyrosine (350-10-7)

Conditions	Yield
With triethylamine In methanol at 20℃; for 168h;	100%
With potassium methanolate In methanol at 40℃;	86%
With methanol; ion-exchange resin + form>; N,N,N',N'-tetramethylguanidine

L-tyrosine (60-18-4) + benzyl chloroformate (501-53-1) → Cbz-Tyr-OH (1164-16-5)

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 4h; Inert atmosphere; Cooling with ice;	100%
With N-ethyl-N,N-diisopropylamine	96%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 12h; Cooling with ice;	95%

methanol (67-56-1) + di-tert-butyl dicarbonate (24424-99-5) + L-tyrosine (60-18-4) → (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7)

Conditions	Yield
Stage #1: methanol; L-tyrosine With thionyl chloride for 3h; Inert atmosphere; Heating; Stage #2: di-tert-butyl dicarbonate With triethylamine In methanol for 20h; Inert atmosphere;	100%
Stage #1: methanol; L-tyrosine With thionyl chloride Heating; Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; Further stages.;

L-leucine (61-90-5) + L-phenylalanine (63-91-2) + L-tyrosine (60-18-4) + glycine (56-40-6) → H-Tyr-Gly-Gly-Phe-Leu-NH2 (60117-24-0)

Conditions

Yield

Stage #1: L-tyrosine With BF4(1-)*C7H13N3Pol(1+); benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 25℃; for 1h; Ionic liquid; Automated synthesizer; solid phase reaction; Stage #2: glycine In 1-methyl-pyrrolidin-2-one at 25℃; for 1h; Ionic liquid; Automated synthesizer; solid phase reaction; Stage #3: L-leucine; L-phenylalanine Further stages;

100%

dimethylallyl diphosphate (358-72-5) + L-tyrosine (60-18-4) → O-prenyl-L-tyrosine

Conditions	Yield
With tyrosine prenyltransferase SirD from Leptosphaeria maculans; calcium chloride In dimethyl sulfoxide; glycerol at 37℃; for 1.5h; pH=7.5; Reagent/catalyst; Enzymatic reaction;	100%
With 7-dimethylallyl tryptophan synthase from Aspergillus fumigatus; calcium chloride In dimethyl sulfoxide; glycerol at 37℃; for 16h; pH=7.5; Kinetics; Enzymatic reaction; stereoselective reaction;	36%
With potassium chloride; magnesium chloride In aq. buffer at 35℃; for 16h; pH=7.5; Kinetics;
With recombinant N-1‑dimethylallyltryptophan synthase from Fusarium f ujikuroi at 35℃; pH=7 - 9; Kinetics; Enzymatic reaction; regiospecific reaction;

L-tyrosine (60-18-4) + di(n-butyl)tin oxide (818-08-6) + 2-hydroxynaphthalene-1-carbaldehyde (708-06-5) → (S,E)-6,6-dibutyl-3-(4-hydroxybenzyl)naphtho[1,2-h][1,3,6,2]dioxazastannonin-4(3H)-one

Conditions	Yield
In methanol at 120℃; for 0.25h; Microwave irradiation;	99.28%

dichlorotricarbonylruthenium(II) dimer + L-tyrosine (60-18-4) → tricarbonylchloro(tyrosinato)ruthenium(II)

Conditions	Yield
With sodium methylate In methanol at 20℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;	99.2%

L-tyrosine (60-18-4) → tyrosamine (51-67-2)

Conditions	Yield
With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase In various solvent(s) at 30℃; for 48h;	99%
at 300 - 340℃;
Bestrahlen der Kristalle mit Roentgen-Strahlen;

L-tyrosine (60-18-4) + methyl chloroformate (79-22-1) → (S)-3-(4-hydroxyphenyl)-2-[(methoxycarbonyl)amino] propionic acid (338386-45-1)

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;	99%
With sodium hydroxide In water at 5℃; for 1.5h; Schotten-Baumann reaction;	90%
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;	80%
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃;

L-tyrosine (60-18-4) → 4-((3H-diazirin-3-yl)methyl)phenol

Conditions	Yield
With [bis(acetoxy)iodo]benzene; ammonia In methanol at 0 - 20℃; for 2h; Inert atmosphere;	99%

L-tyrosine (60-18-4) + acetyl chloride (75-36-5) → (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride (32404-28-7)

Conditions	Yield
With aluminium trichloride In nitrobenzene at 100℃; for 6h;	98%
Stage #1: L-tyrosine With aluminum (III) chloride In nitrobenzene at 20℃; for 0.166667h; Stage #2: acetyl chloride In nitrobenzene at 100℃; for 6h;	83%
With aluminium trichloride In nitrobenzene at 100℃; Friedel-Crafts acetylation;	80%

methanol (67-56-1) + isobutyraldehyde (78-84-2) → (S)-3-(4-Hydroxy-phenyl)-2-(2-methyl-1-methylcarbamoyl-propylamino)-propionic acid methyl ester

Conditions	Yield
at -30 - 20℃;	98%

Upstream product

• 23514-44-5 N-glycyl-DL-tyrosine 
• 53559-18-5 (S)-2-amino-3-(4-hydroxyphenyl)propanamide hydrochloride 
• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 47688-43-7 N-(2--propyl-(2)-oxycarbonyl)-tyrosin 
• 67-56-1 methanol 
• 1050-28-8 (S)-2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid 
• 2280-44-6 D-Glucose 
• 56-85-9 L-glutamine 
• 1080-06-4 L-Tyr-OMe 
• 74-79-3 L-arginine 
• 949-67-7 L-tyrosine ethyl ester 
• 111-26-2 hexan-1-amine 
• 78641-67-5 (S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-(4-hydroxy-phenyl)-propionic acid 
• 63-91-2 L-phenylalanine 

Downstream Products

• 412335-18-3 4-(2-acetamido-3-oxobutyl)phenyl acetate 
• 29588-94-1 N-phthaloyl-L-tyrosine 
• 68762-65-2 N-Ac-Δ-Phe-Tyr 
• 19669-37-5 N-(1-benzyloxycarbonyl-L-prolyl)-L-tyrosine 
• 14942-15-5 N-pyridoxyl-L-tyrosine 
• 20046-40-6 N,O-dicarbethoxytyrosine 
• 537-55-3 N-acetyl-L-tyrosine 
• 17355-23-6 N-acetyl-O-acetyl-L-tyrosine 
• 28047-05-4 (S)-N-acetyl-p-methoxyphenylalanine 
• 2901-77-1 N-acetyltyrosine 
• 30697-69-9 ethyl N-acetyl-tyrosinate 
• 35436-78-3 ON-diacetyltyrosine 
• 556-02-5 ?Tyr 
• 75768-66-0 L-N-(benzyl)-tyrosine 

Relevant articles and documents

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Method for photolysis of amido bonds

The invention discloses a method for photo-splitting amido bonds, wherein the method is mild in reaction condition and can realize splitting of amido bonds by using illumination. The method for photo-splitting the amido bonds comprises the following steps: reacting 2,4-dinitrofluorobenzene with an amino group of a substance which contains alpha amino acid at the tail end and is shown as a structural formula I to generate a compound 1 represented by a structural formula II; and under light irradiation, carrying out amido bond cleavage reaction on the compound 1, wherein R1 is a side chain group of alpha-amino acid, and R2 is aryl, aliphatic hydrocarbon, -CH(R)-COOH or polypeptide.