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74163-81-8

Basic Information
CAS No.: 74163-81-8
Name: L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid
Article Data: 35
Molecular Structure:
Molecular Structure of 74163-81-8 (L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid)
Formula: C10H11NO2
Molecular Weight: 177.203
Synonyms: 3-Isoquinolinecarboxylicacid, 1,2,3,4-tetrahydro-, (S)-;(-)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylicacid;(3S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid;(S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid;
EINECS: -0
Density: 1.225 g/cm3
Melting Point: 300 °C
Boiling Point: 372 °C at 760 mmHg
Flash Point: 178.8 °C
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 49.33000
LogP: 1.11430
Synthetic route
50-00-0

formaldehyd

63-91-2

L-phenylalanine

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With hydrogenchloride In water at 90℃; for 12h; Pictet-Spengler Synthesis;98%
With hydrogenchloride In water at 90℃; for 12h;98%
With hydrogenchloride at 85℃; for 9h; Pictet-Spengler condensation;95%
143767-56-0

(-)-menthyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With sodium hydroxide In methanol for 6h; Ambient temperature;94%
77497-96-2

(S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, phenylmethylester

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With sodium hydroxide In water for 15h; Ambient temperature;81%
With hydrogen; palladium on activated charcoal In ethanol; water; acetic acid for 4h; Ambient temperature;75.4%
367952-43-0

(10aS)-3,3-Bis(trifluoromethyl)-1-oxo-(1,2,3,4-tetrahydroisoquinolino)[2,3-c]oxazolidine

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With water In isopropyl alcohol at 20℃;72%
67123-97-1

(R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With ammonium hydroxide; borane-ammonia complex; recombinant Escherichia coli BL21 (DE3) cells expressed D-amino acid oxidase from Fusarium solani M-0718 In water at 30℃; pH=8; Resolution of racemate; Enzymatic reaction; enantioselective reaction;68%
123053-49-6

(3R,10bS)-3-tert-Butyl-2-methyl-2,3,6,10b-tetrahydro-5H-imidazo[5,1-a]isoquinolin-1-one

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With hydrogenchloride; Dowex 50-WX8; acetic acid In water; toluene at 103℃; for 126h;67%
307304-56-9

(3'S,4R,5S)-1,5-dimethyl-4-phenyl-3-(1',2',3',4'-tetrahydro-3'-isoquinolinylcarbonyl)-2-imidazolidinone

A

74163-81-8

L-Tic-OH

B

103733-65-9

(3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With water for 12h; Hydrolysis; epimerization; Heating; Title compound not separated from byproducts.;
15912-55-7, 41234-43-9, 55857-63-1

ethyl 1,2,3,4-tetrahydroisoquinoline-3-(S)-carboxylate

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With chicken liver acetone; water pH=7.5;
57060-86-3

1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With chicken liver acetone; water for 2h; pH=7.5;

(+/-)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid butyl ester

74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With chicken liver acetone; water pH=7.5;
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Chemistry

IUPAC Name: (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
Synonyms of L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (CAS NO.74163-81-8): 3-Isoquinolinecarboxylicacid, 1,2,3,4-tetrahydro-, (S)- ; (3S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid ; S-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
CAS NO: 74163-81-8
Molecular Formula: C10H11NO2
Molecular Weight: 177.20
Molecular Structure:
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.576
Molar Refractivity: 47.88 cm3
Molar Volume: 144.5 cm3
Surface Tension: 48.2 dyne/cm
Density: 1.225 g/cm3
Flash Point: 178.8 °C
Enthalpy of Vaporization: 65.31 kJ/mol
Boiling Point: 372 °C at 760 mmHg
Vapour Pressure: 3.41E-06 mmHg at 25°C 
Melting point: 300 °C
Alpha: -157.4 º (24°C) 
Storage temp: Store at 0-5°C 
Appearance: white to light yellow crystal powder
Product Categories of L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (CAS NO.74163-81-8): Amino Acids;Carboxylic Acids;Quinolines, Isoquinolines & Quinoxalines;chiral;(intermediate of quinapril);Carboxylic Acids;Quinolines, Isoquinolines & Quinoxalines;IsoquinolinesPeptide Synthesis;Chiral Building Blocks;Heterocyclic Building Blocks;Others;Unnatural Amino Acid Derivatives;Peptide Synthesis;a-amino

Safety Profile

Safety Information about L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid (CAS NO.74163-81-8):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.