Product Name

  • Name

    L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid

  • EINECS -0
  • CAS No. 74163-81-8
  • Article Data35
  • CAS DataBase
  • Density 1.225 g/cm3
  • Solubility
  • Melting Point 300 °C
  • Formula C10H11NO2
  • Boiling Point 372 °C at 760 mmHg
  • Molecular Weight 177.203
  • Flash Point 178.8 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 74163-81-8 (L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid)
  • Hazard Symbols IrritantXi
  • 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;
  • PSA 49.33000
  • LogP 1.11430

Synthetic route

formaldehyd
50-00-0

formaldehyd

L-phenylalanine
63-91-2

L-phenylalanine

L-Tic-OH
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%
(-)-menthyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
143767-56-0

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

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With sodium hydroxide In methanol for 6h; Ambient temperature;94%
(S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, phenylmethylester
77497-96-2

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

L-Tic-OH
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%
(10aS)-3,3-Bis(trifluoromethyl)-1-oxo-(1,2,3,4-tetrahydroisoquinolino)[2,3-c]oxazolidine
367952-43-0

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

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With water In isopropyl alcohol at 20℃;72%
(R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
67123-97-1

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

L-Tic-OH
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%
(3R,10bS)-3-tert-Butyl-2-methyl-2,3,6,10b-tetrahydro-5H-imidazo[5,1-a]isoquinolin-1-one
123053-49-6

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

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With hydrogenchloride; Dowex 50-WX8; acetic acid In water; toluene at 103℃; for 126h;67%
(3'S,4R,5S)-1,5-dimethyl-4-phenyl-3-(1',2',3',4'-tetrahydro-3'-isoquinolinylcarbonyl)-2-imidazolidinone
307304-56-9

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

A

L-Tic-OH
74163-81-8

L-Tic-OH

B

(3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
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.;
ethyl 1,2,3,4-tetrahydroisoquinoline-3-(S)-carboxylate
15912-55-7, 41234-43-9, 55857-63-1

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

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With chicken liver acetone; water pH=7.5;
1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
57060-86-3

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

L-Tic-OH
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

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

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With chicken liver acetone; water pH=7.5;
α,α'-dibromo-o-xylene
91-13-4

α,α'-dibromo-o-xylene

chiral Ni complex of Schiff base of glycine and BPB

chiral Ni complex of Schiff base of glycine and BPB

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Stage #1: α,α'-dibromo-o-xylene; chiral Ni complex of Schiff base of glycine and BPB With sodium hydroxide In acetonitrile at 20℃; for 0.666667h;
Stage #2: In hydrogenchloride; methanol at 50℃; for 0.333333h;
Stage #3: In ammonium hydroxide
L-phenylalanine
63-91-2

L-phenylalanine

Gly-NH-Rink-resinEt halide

Gly-NH-Rink-resinEt halide

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / dimethylsulfoxide
2: 65 percent / SOCl2
3: BF3*OEt2 / 20 °C
4: 72 percent / H2O / propan-2-ol / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: 91 percent / dimethylsulfoxide
2: 82 percent / TFA / CHCl3 / 0.5 h
3: 72 percent / H2O / propan-2-ol / 20 °C
View Scheme
(4S)-4-Benzyl-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one
150582-52-8

(4S)-4-Benzyl-2,2-bis(trifluoromethyl)-1,3-oxazolidin-5-one

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent / SOCl2
2: BF3*OEt2 / 20 °C
3: 72 percent / H2O / propan-2-ol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 82 percent / TFA / CHCl3 / 0.5 h
2: 72 percent / H2O / propan-2-ol / 20 °C
View Scheme
(4S)-4-Benzyl-2,2-bis(trifluoromethyl)-3-chloromethyl-1,3-oxazolidin-5-one
367952-46-3

(4S)-4-Benzyl-2,2-bis(trifluoromethyl)-3-chloromethyl-1,3-oxazolidin-5-one

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: BF3*OEt2 / 20 °C
2: 72 percent / H2O / propan-2-ol / 20 °C
View Scheme
(+/-)-2-acetyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
143767-54-8

(+/-)-2-acetyl-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / 6 N aq. HCl / 4 h / Heating
2: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
3: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
o-Xylylene dichloride
612-12-4

o-Xylylene dichloride

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: NaOMe / 4 h / Heating
2: 6 N aq. HCl / 4 h / Heating
3: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
4: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: NaOMe / 4 h / Heating
2: 1.) KOH, 2.) 2 N HCl / 1.) MeOH, H2O, reflux, 4 h, 2.) EtOAc, pH 1
3: 86 percent / 6 N aq. HCl / 4 h / Heating
4: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
5: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
dimethyl 2-acetyl-1,2,3,4-tetrahydro-3,3-isoquinolinedicarboxylate
143767-55-9

dimethyl 2-acetyl-1,2,3,4-tetrahydro-3,3-isoquinolinedicarboxylate

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 6 N aq. HCl / 4 h / Heating
2: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
3: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 1.) KOH, 2.) 2 N HCl / 1.) MeOH, H2O, reflux, 4 h, 2.) EtOAc, pH 1
2: 86 percent / 6 N aq. HCl / 4 h / Heating
3: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
4: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
α,α'-dibromo-o-xylene
91-13-4

α,α'-dibromo-o-xylene

sodium-compound of (+-)-acetylamino-cyano-acetic acid ethyl ester

sodium-compound of (+-)-acetylamino-cyano-acetic acid ethyl ester

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 75 percent / NaOMe / 4 h / Heating
2: 6 N aq. HCl / 4 h / Heating
3: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
4: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 75 percent / NaOMe / 4 h / Heating
2: 1.) KOH, 2.) 2 N HCl / 1.) MeOH, H2O, reflux, 4 h, 2.) EtOAc, pH 1
3: 86 percent / 6 N aq. HCl / 4 h / Heating
4: 83 percent / p-TsOH*H2O / toluene / 30 h / Heating
5: 94 percent / NaOH / methanol / 6 h / Ambient temperature
View Scheme
Phenylalanine
150-30-1

Phenylalanine

α-ureido-β-phenyl-propionic acid

α-ureido-β-phenyl-propionic acid

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 69 percent / conc. HCl
View Scheme
formaldehyd
50-00-0

formaldehyd

aqueous NH4OH

aqueous NH4OH

L-phenylalanine
63-91-2

L-phenylalanine

sulfuric acid
7664-93-9

sulfuric acid

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
In hydrogenchloride; ethanol; water
formaldehyd
50-00-0

formaldehyd

2-methyl-3-phenylpropionic acid
1009-67-2, 5628-72-8, 14367-54-5, 14367-67-0

2-methyl-3-phenylpropionic acid

L-Tic-OH
74163-81-8

L-Tic-OH

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;
methanol
67-56-1

methanol

L-Tic-OH
74163-81-8

L-Tic-OH

methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate
79815-19-3

methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

Conditions
ConditionsYield
With thionyl chloride100%
With thionyl chloride at 0 - 20℃;96%
With sulfuric acid for 12h; Reflux;95%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

L-Tic-OH
74163-81-8

L-Tic-OH

2-carboethoxy-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
104882-53-3

2-carboethoxy-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water 1.) 0 deg C to room temperature, 2.) room temperature, 3 h;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

L-Tic-OH
74163-81-8

L-Tic-OH

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid
115962-35-1, 144069-68-1, 78879-20-6

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 144h;100%
With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 144h; Time;100%
With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 144h; Concentration;100%
methanol
67-56-1

methanol

L-Tic-OH
74163-81-8

L-Tic-OH

(S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester, hydrochloride
78183-55-8

(S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid, methyl ester, hydrochloride

Conditions
ConditionsYield
With thionyl chloride100%
With thionyl chloride at 0 - 40℃; for 21h; Inert atmosphere;99%
With thionyl chloride at 0 - 40℃; for 21h; Inert atmosphere;99%
With chloro-trimethyl-silane at 70℃; for 2h; Reflux;
L-Tic-OH
74163-81-8

L-Tic-OH

benzyl chloroformate
501-53-1

benzyl chloroformate

(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester
79261-58-8

(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 16h;99%
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃; for 16.5h;99%
With sodium hydrogencarbonate In water at 20℃; for 1.5h;97%
L-Tic-OH
74163-81-8

L-Tic-OH

(S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline
18881-17-9, 62855-02-1, 62928-94-3, 63006-93-9

(S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
With dimethylsulfide borane complex; boron trifluoride diethyl etherate In tetrahydrofuran for 6h; Reduction; Heating;96%
With lithium aluminium tetrahydride In tetrahydrofuran for 6h; Heating;86%
With dimethylsulfide borane complex; boron trifluoride diethyl etherate In tetrahydrofuran78%
phosgene
75-44-5

phosgene

L-Tic-OH
74163-81-8

L-Tic-OH

(10aS)-10,10a-dihydro[1,3]oxazolo[3,4-b]isoquinoline-1,3,(5H)-dione
186606-17-7

(10aS)-10,10a-dihydro[1,3]oxazolo[3,4-b]isoquinoline-1,3,(5H)-dione

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane at -30 - 20℃;95%
L-Tic-OH
74163-81-8

L-Tic-OH

(S)-7-nitro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
77141-07-2

(S)-7-nitro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at -20℃; for 0.5h;93%
With sulfuric acid; nitric acid at -10℃; for 3.5h;90%
With sulfuric acid; potassium nitrate at 5 - 20℃;
formaldehyd
50-00-0

formaldehyd

L-Tic-OH
74163-81-8

L-Tic-OH

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

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

Conditions
ConditionsYield
With formic acid for 4h; Reflux;93%
formaldehyd
50-00-0

formaldehyd

L-Tic-OH
74163-81-8

L-Tic-OH

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

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

Conditions
ConditionsYield
Stage #1: formaldehyd; L-Tic-OH With formic acid In water for 4h; Reflux;
Stage #2: With hydrogenchloride In water Cooling with ice;
93%
ethanol
64-17-5

ethanol

L-Tic-OH
74163-81-8

L-Tic-OH

ethyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
15912-55-7

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

Conditions
ConditionsYield
With thionyl chloride Reflux;91%
With thionyl chloride
With sulfuric acid at 80℃; for 20h; Inert atmosphere;
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

benzaldehyde
100-52-7

benzaldehyde

L-Tic-OH
74163-81-8

L-Tic-OH

2-benzyl-1,2,3,4-tetrahydroisoquinoline-3-carbonitrile
1346425-09-9

2-benzyl-1,2,3,4-tetrahydroisoquinoline-3-carbonitrile

Conditions
ConditionsYield
In butan-1-ol at 200℃; for 0.166667h; decarboxylative Strecker reaction; Microwave irradiation; enantioselective reaction;91%
Fmoc-Leu-OH
35661-60-0

Fmoc-Leu-OH

Fmoc-Pro-OH
71989-31-6

Fmoc-Pro-OH

N-Fmoc L-Phe
35661-40-6

N-Fmoc L-Phe

Fmoc-Asn-OH
71989-16-7

Fmoc-Asn-OH

Fmoc-L-Arg-OH
91000-69-0

Fmoc-L-Arg-OH

L-Tic-OH
74163-81-8

L-Tic-OH

trifluoroacetic acid
76-05-1

trifluoroacetic acid

C46H69N15O8*C2HF3O2

C46H69N15O8*C2HF3O2

Conditions
ConditionsYield
Stage #1: Fmoc-Asn-OH With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide for 2h;
Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h;
Stage #3: Fmoc-Leu-OH; Fmoc-Pro-OH; N-Fmoc L-Phe; Fmoc-L-Arg-OH; L-Tic-OH; trifluoroacetic acid Further stages;
89%
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

L-Tic-OH
74163-81-8

L-Tic-OH

chloro-pentamethylcyclopentadienyltetrahydroisoquinolinecarboxylato-iridium

chloro-pentamethylcyclopentadienyltetrahydroisoquinolinecarboxylato-iridium

Conditions
ConditionsYield
With CH3ONa In methanol; dichloromethane (Ar); addn. of a soln. of MeONa to a soln. of ligand in methanol, addn. to a soln. of iridium complex in CH2Cl2, stirring for 3 h; evapn., dissolving in CH2Cl2, filtration, concn., addn. of Et2O, filtration, washing with Et2O, pentane, drying in vac.; elem. anal.;85%
copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

L-Tic-OH
74163-81-8

L-Tic-OH

bis(tetrahydroisoquinolinecarboxylato)copper

bis(tetrahydroisoquinolinecarboxylato)copper

Conditions
ConditionsYield
In methanol (Ar); addn. of ligand to a soln. of copper salt in methanol; isolation, washing with methanol, ether, drying in vac.; elem. anal.;84%
L-Tic-OH
74163-81-8

L-Tic-OH

butan-1-ol
71-36-3

butan-1-ol

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

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

Conditions
ConditionsYield
With thionyl chloride at 120℃; for 16h; Inert atmosphere;84%
L-Tic-OH
74163-81-8

L-Tic-OH

N-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanine
877932-98-4

N-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanine

L-alanine acid chloride
129178-93-4

L-alanine acid chloride

quinapril
85441-61-8

quinapril

Conditions
ConditionsYield
With benzenesulfonamide; phosphorus pentachloride; triethylamine In n-heptane; dichloromethane; water83.9%
L-Tic-OH
74163-81-8

L-Tic-OH

isoquinoline-3-carboxylic acid
6624-49-3

isoquinoline-3-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate In N,N-dimethyl-formamide at 0 - 20℃; for 100.5h; Inert atmosphere;83%
With potassium permanganate83%
With potassium permanganate In N,N-dimethyl-formamide at 20℃; for 72h; Cooling with ice;62%
palladium diacetate
3375-31-3

palladium diacetate

L-Tic-OH
74163-81-8

L-Tic-OH

bis(tetrahydroisoquinolinecarboxylato)palladium

bis(tetrahydroisoquinolinecarboxylato)palladium

Conditions
ConditionsYield
In methanol (Ar); addn. of ligand to a soln. of copper salt in methanol; isolation, washing with methanol, ether, drying in vac.; elem. anal.;81%
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

L-Tic-OH
74163-81-8

L-Tic-OH

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid
115962-35-1, 144069-68-1, 78879-20-6

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 48h; pH=10;80%
(Z)-9-octadecenoyl chloride
112-77-6

(Z)-9-octadecenoyl chloride

L-Tic-OH
74163-81-8

L-Tic-OH

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

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

Conditions
ConditionsYield
With potassium carbonate In water; acetone at 0 - 20℃;78%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

L-Tic-OH
74163-81-8

L-Tic-OH

1-oxo-1,3,4,9,9a,10-hexahydro-2-oxa-4a-aza-anthracene-4-carboxylic acid tert-butylamide

1-oxo-1,3,4,9,9a,10-hexahydro-2-oxa-4a-aza-anthracene-4-carboxylic acid tert-butylamide

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at -40 - 20℃; for 12h; Ugi reaction;77%
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

L-Tic-OH
74163-81-8

L-Tic-OH

chloro-p-cymenetetrahydroisoquinolinecarboxylato-ruthenium

chloro-p-cymenetetrahydroisoquinolinecarboxylato-ruthenium

Conditions
ConditionsYield
With CH3ONa In methanol; dichloromethane (Ar); addn. of a soln. of MeONa to a soln. of ligand in methanol, addn. to a soln. of ruthenium complex in CH2Cl2, stirring for 3 h; evapn., dissolving in CH2Cl2, filtration through celite, concn., addn. to pentane, filtration, washing with pentane, drying in vac.; elem. anal.;77%
trans-di-μ-chloro-dichlorobis(triethylphosphine)diplatinum
15692-96-3

trans-di-μ-chloro-dichlorobis(triethylphosphine)diplatinum

L-Tic-OH
74163-81-8

L-Tic-OH

chloro-triethylphosphanetetrahydroisoquinolinecarboxylato-platinum

chloro-triethylphosphanetetrahydroisoquinolinecarboxylato-platinum

Conditions
ConditionsYield
With CH3ONa In methanol; dichloromethane (Ar); addn. of a soln. of MeONa to a soln. of ligand in methanol, addn. to a soln. of platinum complex in CH2Cl2, stirring for 3 h; evapn., dissolving in CH2Cl2, filtration, addn. of pentane, washing withpentane, drying in vac.; elem. anal.;77%
dichlorobis(triethylphosphine)-μ-dichlorodipalladium(II)

dichlorobis(triethylphosphine)-μ-dichlorodipalladium(II)

L-Tic-OH
74163-81-8

L-Tic-OH

chloro-triethylphosphanetetrahydroisoquinolinecarboxylato-palladium

chloro-triethylphosphanetetrahydroisoquinolinecarboxylato-palladium

Conditions
ConditionsYield
With CH3ONa In methanol; dichloromethane (Ar); addn. of a soln. of MeONa to a soln. of ligand in methanol, addn. to a soln. of palladium complex in CH2Cl2, stirring for 3 h; evapn., dissolving in CH2Cl2, filtration, evapn., addn. of pentane, cooling to -20°C, washing with pentane, drying in vac.; elem. anal.;76%
N-(Benzyloxycarbonyloxy)succinimide
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

L-Tic-OH
74163-81-8

L-Tic-OH

(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester
79261-58-8

(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 0 - 20℃; for 27h;74.7%

L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Chemical Properties

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

L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid 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

L-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid 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.

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