22059-21-8

Basic information

• Product Name: 1-Aminocyclopropanecarboxylic acid
• Synonyms: 1-Aminocyclopropanecarboxylic acid ,97%;1-Aminocyclopropane-1-carboxylic acid 98%;1-Amino-1-cyclopropanecarboxylic acid ,98.5%;AMinocyclopropanecarboxylic acid;1-AMinocyclopropanecarbox...;1-AMino-1-cyclopropanecarboxylic acid, 99% 250MG;1-AMino-1-carboxycyclopropane;1-AMinocyclopropane-1-carboxylate
• CAS NO: 22059-21-8
• Molecular Formula: C4H7NO2
• Molecular Weight: 101.1
• EINECS: 217-162-5
• Product Categories: buffer;VARIOUSAMINE;Amino Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Amino Acids 13C, 2H, 15N;Cyclopropanes;Simple 3-Membered Ring Compounds;Peptide;Amino Acids & Derivatives;Miscellaneous Reagents;Neurochemicals
• Mol File: 22059-21-8.mol
• Article Data: 38

Chemical Properties

• Melting Point: 229-231 °C(lit.)
• Boiling Point: 189.47°C (rough estimate)
• Flash Point: 92.2 °C
• Appearance: White to off-white/Powder and Granules
• Density: 1.2245 (rough estimate)
• Vapor Pressure: 0.0256mmHg at 25°C
• Refractive Index: 1.4340 (estimate)
• Storage Temp.: Store at 0°C
• Solubility: DMSO (Slightly), Water (Slightly)
• PKA: 2.29±0.20(Predicted)
• Water Solubility: Soluble in water.
• Stability: Store in freezer at -20°C
• BRN: 2076413
• CAS DataBase Reference: 1-Aminocyclopropanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Aminocyclopropanecarboxylic acid(22059-21-8)
• EPA Substance Registry System: 1-Aminocyclopropanecarboxylic acid(22059-21-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: GZ1110000
• Hazardous Substances Data: 22059-21-8(Hazardous Substances Data)

Usage

Description

1-Aminocyclopropanecarboxylic acid (ACPC) is an intermediate in the synthesis of ethylene, the plant hormone responsible for biological processes ranging from seed germination to organ senescence. ACPC has been shown to modulate NMDA receptor activity by acting as a partial agonist at the glycine-binding site on NMDA receptors (EC50 = 0.7-0.9 μM) in the presence of low levels (1 μM) of glutamate and as a competitive antagonist at the glutamate-binding site on NMDA receptors (EC50 = 81.6 nM) with high levels (10 μM) of glutamate. This compound has been reported to protect against neuron cell death in in vivo models of ischemia by enabling moderate levels of NMDA receptor activation and attenuating any excess NMDA receptor signaling that may lead to neurotoxicity.

Chemical Properties

Crystalline

Uses

Different sources of media describe the Uses of 22059-21-8 differently. You can refer to the following data:
1. 1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.
2. 1-Aminocyclopropane-1-carboxylic Acid is an intermediate in the conversion of methionine to ethylene during the ripening in apples. It also plays an important role in the biosynthesis of the plant hormone ethylene.1-Aminocyclopropane-1-carboxylic Acid is shown to block convulsions and death produced by NMDA exposure, significantly reducing seizure induction and cell death of NMDA-treated hippocampal neurons. 1-Aminocyclopropane-1-carboxylic Acid is produced endogenously in the tomato and other higher plants as a product of the action of 1-aminocyclopropane-1-carboxylic acid synthase in the biosynthesis of ethylene.

Definition

ChEBI: A non-proteinogenic alpha-amino acid consisting of cyclopropane having amino and carboxy substituents both at the 1-position.

Synthesis Reference(s)

Synthetic Communications, 18, p. 141, 1988 DOI: 10.1080/00397918808077338Synthesis, p. 127, 1984

General Description

1-Aminocyclopropanecarboxylic acid is a member of 1-aminocycloalkanecarboxylic acids.

Biochem/physiol Actions

1-Aminocyclopropanecarboxylic acid (ACC) exhibits anticonvulsant, anxiolytic, anti-addictive, neuroprotective and antidepressant-like effects in rats and mice. ACC does not affect memory or learning processes.

InChI:InChI=1/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)

Synthetic route

(benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol; water	99%
With hydrogenchloride In water for 1h; Heating;	66%

1-nitrocyclopropanecarboxylic acid → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 50℃; Solvent; Large scale;	99%

1-aminocyclopropane-1-carboxamide (137360-55-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride; dowex In water for 3h; Heating;	96%

[(diphenylmethylene)amino]cyclopropyl benzyl ester (827628-66-0) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogen; palladium dihydroxide In methanol under 2068.59 Torr; for 1.5h;	96%

methyl 1-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)cyclopropanecarboxylate (109541-75-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride for 6h; Heating;	91%

1-(methylbenzyl)aminocylopropanecarboxylic acid hydrochloride (137360-56-6) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With palladium dihydroxide; hydrogen In acetic acid under 760 Torr; for 30h; Ambient temperature;	91%

α-amino-cyclopropanecarboxylic acid hydrochloride (68781-13-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With triethylamine In 2-methyl-propan-1-ol; water pH=6; pH-value; Solvent;	84.1%
With triethylamine In dichloromethane
With potassium carbonate In methanol at 20℃; for 48h;
With triethylamine In 2-methyl-propan-1-ol; water at 20℃; pH=6.0; Solvent; Reagent/catalyst;

1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid (88950-64-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With water for 12h; Heating;	82%
With hydrogenchloride; dowex Yield given. Multistep reaction;

1-azidocyclopropane-1-carboxylic acid (82998-00-3) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr;	69%

1-aminocyclopropanecarboxylic acid → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With acetic acid at 20℃; Purification / work up;	60%

1-aminocarbonylcyclopropanecarboxylic acid (6914-74-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
Stage #1: 1-aminocarbonylcyclopropanecarboxylic acid With bromine; sodium hydroxide In water at 40℃; for 18h; Stage #2: With hydrogenchloride In water at 0℃; pH=5.4;	47%
With bromine; sodium hydroxide In water at 0 - 40℃; for 18h;	47%
Stage #1: 1-aminocarbonylcyclopropanecarboxylic acid With sodium hydroxide; water; bromine at 0 - 40℃; for 4.5 - 18h; Stage #2: With hydrogenchloride In water at 0℃; pH=5.4 - 5.7;	20%

1-azidocarbonyl-cyclopropanecarboxylic acid → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
In diethyl ether; benzene at 40℃; for 1h; Rearrangement; Curtius rearrangement;	47%

1-aminocyclopropanecarboxylic acid → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With acetic acid at 20℃; Purification / work up;	24%

1-ureidocyclopropane-1-carboxylic acid (861339-27-7) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride; sodium nitrite at 0℃;

1-ureidocyclopropane-1-carboxylic acid (861339-27-7) → aminocyclopropane-1-carboxylic acid (22059-21-8) + 1-(N-nitroso-ureido)-cyclopropanecarboxylic acid (861317-43-3)

Conditions	Yield
With hydrogenchloride; sodium nitrite at 0℃;

hydantoin-5-spirocyclopropane (99420-34-5) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With barium dihydroxide In water at 155℃;
With ammonium carbonate; barium dihydroxide In water

2-amino-3-hydroxy-2-methyl-propionic acid (5424-29-3) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With sulfur tetrafluoride In hydrogen fluoride

1-<(Diphenylmethylene)-amino>-1-cyclopropanecarbonitrile (89985-88-6) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride 1.) ether, 12 h, room temp., 2.) reflux, 4 h; Yield given. Multistep reaction;
With hydrogenchloride

1-Methyleneamino-cyclopropanecarboxylic acid tert-butyl ester → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride; water; methyloxirane 2.) ethanol; Yield given. Multistep reaction;

methyl 1-aminocyclopropane-1-carboxylate hydrochloride (72784-42-0) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With potassium hydroxide In methanol for 16h; Ambient temperature; Yield given;

1-(Benzhydrylidene-amino)-cyclopropanecarboxylic acid methyl ester (145618-70-8) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride; methyloxirane 1.) THF, RT, 6 h; 2.) ethanol, reflux, 20 min; Yield given. Multistep reaction;

methyl N--1-aminocyclopropanecarboxylate (143982-61-0) → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride; methyloxirane 1.) THF, RT, 6 h; 2.) ethanol, reflux, 20 min; Yield given. Multistep reaction;

1-<(diphenylmethylene)amino>-1-cyclopropanecarbonitrile → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride In diethyl ether; water 1.) room temperature, 12 h, 2.) reflux, 4 h;	2.8 g

1-(2,2,2-Trichloro-acetylamino)-cyclopropanecarboxylic acid → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride for 4h; Heating; Yield given;

hydrogenchloride (7647-01-0) + 1-ureidocyclopropane-1-carboxylic acid (861339-27-7) + sodium nitrite → aminocyclopropane-1-carboxylic acid (22059-21-8) + 1-(N-nitroso-ureido)-cyclopropanecarboxylic acid (861317-43-3)

Conditions	Yield
at 0℃;

dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2) → aminocyclopropane-1-carboxylic acid (22059-21-8) + 1-aminocarbonylcyclopropanecarboxylic acid (6914-74-5)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; ammonia In methanol

1-aminocyclopropane-carboxylic acid chlorohydrate → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 48h;

1,2-dichloro-ethane (107-06-2) → benzylidene cyclopropyl phenyl ester + aminocyclopropane-1-carboxylic acid (22059-21-8)

cottoquinazoline D → aminocyclopropane-1-carboxylic acid (22059-21-8)

Conditions	Yield
With hydrogenchloride; water at 110℃; for 12h; Sealed tube;

methanol (67-56-1) + aminocyclopropane-1-carboxylic acid (22059-21-8) → methyl 1-aminocyclopropane-1-carboxylate (72784-43-1)

Conditions	Yield
With thionyl chloride at 0℃; Reflux;	100%
With thionyl chloride at 20℃; for 48h;	71%
With thionyl chloride for 2h; Reflux;	67%
With hydrogenchloride for 12h; Heating;	0.6 g
With hydrogenchloride for 6h; Heating;

methanol (67-56-1) + aminocyclopropane-1-carboxylic acid (22059-21-8) → methyl 1-aminocyclopropane-1-carboxylate hydrochloride (72784-42-0)

Conditions	Yield
Stage #1: methanol With acetyl chloride Stage #2: aminocyclopropane-1-carboxylic acid Reflux;	100%
With thionyl chloride Cooling with ice; Reflux;	99%
With thionyl chloride at 20℃; for 4h; Cooling with ice;	98%

ethanol (64-17-5) + aminocyclopropane-1-carboxylic acid (22059-21-8) → ethyl 1-aminocyclopropanecarboxylate hydrochloride (42303-42-4)

Conditions	Yield
With thionyl chloride at 0℃; for 2h; Reflux; Green chemistry;	100%
With thionyl chloride for 2h; Heating;	94%
With thionyl chloride at 0 - 70℃; for 20h;	80.6%
Stage #1: ethanol; aminocyclopropane-1-carboxylic acid With thionyl chloride at 0 - 70℃; for 20h; Stage #2: With hydrogenchloride In ethyl acetate at -30 - 0℃; for 0.5h;	80.6%
With thionyl chloride for 8h; Heating / reflux;

aminocyclopropane-1-carboxylic acid (22059-21-8) → 2-Oxobutyric acid (600-18-0)

Conditions	Yield
With tris(hydroxymethyl) aminomethane buffer at 30℃; for 1h; ACC deaminase;	100%
With 1-aminocyclopropane-1-carboxylic acid deaminase from Pseudomonas sp. pH=8; aq. TAPS buffer; Enzymatic reaction;

aminocyclopropane-1-carboxylic acid (22059-21-8) + benzyl bromide (100-39-0) → benzyl 1-(N,N-dibenzylamino)cyclopropanecarboxylate (119326-95-3)

Conditions	Yield
With potassium carbonate In acetonitrile for 3h; Heating;	100%
With potassium carbonate In acetonitrile for 3h; Reflux;	78%

aminocyclopropane-1-carboxylic acid (22059-21-8) → 1-(hydroxymethyl)cyclopropylamine (107017-72-1)

Conditions	Yield
With sodium tetrahydroborate In tetrahydrofuran for 18h; Reflux; Inert atmosphere;	100%
With potassium hydroxide; chloro-trimethyl-silane; lithium borohydride In tetrahydrofuran; methanol
With iodine In tetrahydrofuran at 0℃; for 18h; Reflux;

2-methyl-propan-1-ol (78-83-1) + aminocyclopropane-1-carboxylic acid (22059-21-8) → 1-aminocyclopropane-1-carboxylic acid isobutyl ester hydrochloride (666857-61-0)

Conditions	Yield
With thionyl chloride at -10 - 40℃; for 384h;	98%

aminocyclopropane-1-carboxylic acid (22059-21-8) + nickel(II) hydroxide → bis(1-amino-1-cyclopropanecarboxylato-O,N)nickel(II)-dihydrate (99127-02-3)

Conditions	Yield
With H2O In water addn. of organic acid to aq. suspension of Ni(OH)2 (prepared in situ from NiSO4 and NaOH), stirred 1h at 40°C, pptn. after short time; cooled, centrifugated, washed (water, EtOH, Et2O), dried in vac., elem.anal.;	98%

aminocyclopropane-1-carboxylic acid (22059-21-8) + copper hydroxide (20427-59-2) → bis(1-amino-1-cyclopropanecarboxylato-O,N)copper(II) dihydrate (93193-28-3)

Conditions	Yield
With H2O In water addn. of organic acid to aq. suspension of Cu(OH)2 (prepared in situ from CuSO4 and NaOH), stirred 1h at 40°C, pptn. after short time; cooled, centrifugated, washed (water, EtOH, Et2O), dried in vac., elem.anal.;	98%

bis(3,6-dimethylsalicylaldehydato)nickel(II) (36339-86-3, 14263-01-5) + aminocyclopropane-1-carboxylic acid (22059-21-8) → aqua[1-[(2-oxidobenzylidene)amino-O,N]-1-cyclopropanecarboxylato-O]nickel(II) (99127-16-9)

Conditions	Yield
In ethanol complex stirred with organic acid in EtOH at 60°C for 18h; centrifugated, washed (H2O, EtOH, Et2O), dried in vac., elem. anal.;	96%

ethanol (64-17-5) + aminocyclopropane-1-carboxylic acid (22059-21-8) → ethyl 1-aminocyclopropane-1-carboxylate (72784-47-5)

Conditions	Yield
With thionyl chloride at 0℃; for 2h; Reflux;	95%
With thionyl chloride for 2h; Heating;
With thionyl chloride at 0℃; for 2.16667h; Heating / reflux;
With thionyl chloride at 70℃; for 20h;

aminocyclopropane-1-carboxylic acid (22059-21-8) + benzyl chloroformate (501-53-1) → (benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5)

Conditions	Yield
With sodium hydroxide In water at 0℃; for 8h; Inert atmosphere;	95%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0℃;	43%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0℃;	43%

di-tert-butyl dicarbonate (24424-99-5) + aminocyclopropane-1-carboxylic acid (22059-21-8) → 1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid (88950-64-5)

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃;	93%
With tetramethyl ammoniumhydroxide In acetonitrile for 72h; Ambient temperature;	92%
With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 20℃; for 12h;	91.7%

sodium tetrachloropalladate + aminocyclopropane-1-carboxylic acid (22059-21-8) → bis(1-amino-1-cyclopropanecarboxylato-O,N)palladium(II) (99127-01-2)

Conditions	Yield
With NaOH In water complex and organic acid dissolved in water, addn. of 1 N NaOH, pptn., stirred 2h at room temp.; cooled, centrifugated, washed (water, EtOH, Et2O), dried in vac., elem.anal.;	92%

S-dodecyl trifluorothioacetate (848860-95-7) + aminocyclopropane-1-carboxylic acid (22059-21-8) → 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid (669066-98-2)

Conditions	Yield
With sodium hydrogencarbonate at 20℃;	89%

aminocyclopropane-1-carboxylic acid (22059-21-8) + 1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) → 1,1'-(1,3,6,8-tetraoxobenzo[lmn][3,8]phenanthroline-2,7-(1H,3H,6H,8H)-diyl)dicyclopropanecarboxylic acid (1254956-05-2)

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 140℃; for 0.0833333h; Sonication; Microwave irradiation;	89%

ethyl trifluoroacetate, (383-63-1) + aminocyclopropane-1-carboxylic acid (22059-21-8) → 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid (669066-98-2)

Conditions	Yield
With triethylamine In methanol at 20℃; for 24h; Inert atmosphere;	87%
With triethylamine In methanol at 20℃; for 24h; Inert atmosphere;	87%
With sodium hydroxide	5%
With triethylamine In methanol at 50℃; for 3h;	22.2 g

chloro(1,5-cyclooctadiene)iridium(I) dimer + aminocyclopropane-1-carboxylic acid (22059-21-8) → (1-aminocyclopropanecarboxylato)(1,5-cyclooctadiene)iridium(I) (124155-23-3)

Conditions	Yield
With NaOH In water; acetone addn. of amino acid and NaOH in water to supension of (CODIrCl)2 in water-acetone, stirring at room temp. 45 min; evapn. (vacuum), pptn., centrifugation, washing (H2O), drying (vacuum); elem. anal.;	84%

bis-salicylaldehyde copper(II) (43190-54-1, 86195-53-1, 14523-25-2) + aminocyclopropane-1-carboxylic acid (22059-21-8) → aqua[1-[(2-oxidobenzylidene)amino-O,N]-1-cyclopropanecarboxylato-O]copper(II) (99127-17-0)

Conditions	Yield
In ethanol complex stirred with organic acid in EtOH at 60°C for 18h; centrifugated, washed (H2O, EtOH, Et2O), dried in vac., elem. anal.;	84%

aminocyclopropane-1-carboxylic acid (22059-21-8) + 5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → 1-((5-(dimethylamino)naphthalene)-1-sulfonamido)cyclopropane-1-carboxylic acid

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃;	82%

2-(1,3,6,8-tetraoxo-1,3,6,8-tetrahydro-2-oxa-7-aza-pyren-7-yl)-3-tritylsulfanyl-propionic acid + aminocyclopropane-1-carboxylic acid (22059-21-8) → (R)-1-(7-(1-carboxy-2-(tritylthio)ethyl)-1,3,6,8-tetraoxo-7,8-dihydrobenzo[lmn][3,8]phenanthrolin-2(1H,3H,6H)-yl)cyclopropanecarboxylic acid (1350445-58-7)

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 140℃; for 0.0833333h; Sonication; Microwave irradiation;	81%

aminocyclopropane-1-carboxylic acid (22059-21-8) + 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → 1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid (88950-64-5)

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 2h; Ambient temperature;	80%

Upstream product

• 72784-47-5 ethyl 1-aminocyclopropane-1-carboxylate 
• 107-06-2 1,2-dichloro-ethane 
• 68781-13-5 α-amino-cyclopropanecarboxylic acid hydrochloride 
• 6914-71-2 dimethyl 1,1-cyclopropanedicarboxylate 
• 827628-66-0 [(diphenylmethylene)amino]cyclopropyl benzyl ester 
• 7647-01-0 hydrogenchloride 
• 861339-27-7 1-ureidocyclopropane-1-carboxylic acid 
• 143982-61-0 methyl N--1-aminocyclopropanecarboxylate 
• 145618-70-8 1-(Benzhydrylidene-amino)-cyclopropanecarboxylic acid methyl ester 
• 72784-42-0 methyl 1-aminocyclopropane-1-carboxylate hydrochloride 
• 137360-56-6 1-(methylbenzyl)aminocylopropanecarboxylic acid hydrochloride 
• 109541-75-5 methyl 1-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)cyclopropanecarboxylate 
• 88950-64-5 1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid 

Downstream Products

• 119326-93-1 C₂₂H₁₆N₂O₄ 
• 88950-64-5 1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid 
• 600-18-0 2-Oxobutyric acid 
• 2483-62-7 methyl 2-aminobutanoate 
• 547-63-7 Methyl isobutyrate 
• 13257-67-5 2-amino-2-methylpropionic acid methyl ester 
• 74-85-1 ethene 
• 109-78-4 3-Hydroxypropionitrile 
• 644980-59-6 5-(3-methoxy-2-methyl-phenyl)-6-oxa-4-aza-spiror[2.4]hept-4-en-7-one 
• 126705-22-4 1-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclopropanecarboxylic acid 
• 84677-06-5 (benzyloxycarbonylamino)cyclopropanecarboxylic acid 
• 669066-98-2 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid 
• 401628-86-2 C₁₁H₁₁ClN₂O₃ 
• 259823-85-3 1-isopropoxycarbonylaminocyclopropanecarboxylic acid 

Relevant articles and documents

Thermally induced and transition metal catalyzed aza-Claisen rearrangement of 2-cyclopropylideneethyl imidates: A new entry to 1-aminocyclopropanecarboxylic acids

(2-Cyclopropylideneethyl) acetimidates underwent thermally induced or palladium (II) catalyzed azaClaisen rearrangement into 1-ethenylcyclopropyl acetamides, providing convenient precursors to 1-amino cyclopropanecarboxylic acids (ACCs). Due to the regioselectivity of the nucleophilic substitution of the π 1,1-dimethylene allyl palladium complexes by soft nucleophiles, the palladium (0) catalysis was apparently non effective.

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PRODUCTION METHOD FOR 1-AMINO CYCLOPROPANE CARBOXYLIC ACID NONHYDRATE

1-Aminocyclopropanecarboxylic acid non-hydrate can be obtained by treating 1-aminocyclopropanecarboxylic acid hydrochloride with a tertiary amine in the presence of a C3-C4 alcohol and water, keeping the reaction mixture at 50° C. or below, collecting the precipitated crystal of 1-aminocyclopropanecarboxylic acid 0.5 hydrate by filtration, and contacting the obtained crystal with a C1-C2 alcohol.

Preparation method of 1-amino-cyclopropanecarboxylic acid

The invention discloses a preparation method of 1-amino-cyclopropanecarboxylic acid. The method includes: adopting nitroacetonitrile as the starting material, carrying out cyclization and hydrolysis reaction with 1, 2-dibromoethane under the action of potassium carbonate and the phase transfer catalyst tetrabutylammonium bromide to obtain 1-nitro-cyclopropanecarboxylic acid, and then carrying outnitro reduction reaction under the action of a palladium carbon catalyst and hydrogen to obtain 1-amino-cyclopropanecarboxylic acid. The method provided by the invention adopts the new starting material, achieves one-pot two-step reaction of cyclization and hydrolysis, has the advantages of short reaction step, high yield, high product purity and low cost, and is suitable for industrial application.

A α-cycloalanine on the preparation method

The invention relates to a method for synthesizing alpha-cycloalanine. The method comprises the steps of performing esterification on glycine serving as a raw material, synthesizing esterified product from the former step with p-benzene sulfonyl chloride, performing alkylation reaction on the synthesized product from the former step and 1,2-dibromoethane, and finally hydrolyzing to obtain a product. The method has the advantages of low process pollution, high yield, good purity, low cost and the like, is simple to operate and is a process suitable for industrialized production.