Product Name

  • Name

    L-Octahydroindole-2-carboxylic acid

  • EINECS 617-180-7
  • CAS No. 80875-98-5
  • Article Data15
  • CAS DataBase
  • Density 1.135 g/cm3
  • Solubility Soluble in methanol and water.
  • Melting Point 275-277 °C
  • Formula C9H15NO2
  • Boiling Point 318.6 °C at 760 mmHg
  • Molecular Weight 169.224
  • Flash Point 146.5 °C
  • Transport Information
  • Appearance White solid
  • Safety 26-37
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 80875-98-5 (L-Octahydroindole-2-carboxylic acid)
  • Hazard Symbols Xn,Xi
  • Synonyms (2S,3AS,7aS)-2-carboxyoctahydroindole;(2S,3AS,7aS)-Octahydroindole-2-carboxylicacid;(2S,3aS,7aS)-perhydroindole-2-carboxylic acid;1H-Indole-2-carboxylicacid, octahydro-, [2S-(2a,3ab,7ab)]-;
  • PSA 49.33000
  • LogP 1.32050

Synthetic route

(2S,3aS,7aS)-1-Benzoyl-octahydro-indole-2-carboxylic acid
80875-99-6

(2S,3aS,7aS)-1-Benzoyl-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 4h; Heating;87.8%
Benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate
539820-41-2

Benzyl (2S)-2,3,4,5,6,7-hexahydro-1H-indole-2-carboxylate

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
With hydrogen; acetic acid; platinum on carbon at 20℃; under 3750.38 Torr;87%
(S)-indoline-2-carboxylic acid
79815-20-6

(S)-indoline-2-carboxylic acid

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
rhodium In 1,4-dioxane; methanol; water86.1%
With 8 % Pd/C; hydrogen In methanol at 55 - 65℃; under 37503.8 Torr; Autoclave;73.5%
With hydrogen; palladium on activated charcoal In acetic acid at 50℃; under 36775.4 Torr; for 18h;66%
(S)-indoline-2-carboxylic acid
79815-20-6

(S)-indoline-2-carboxylic acid

A

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

B

(2S,3aR,7aR)-octahydroindole-2-carboxylic acid
145513-90-2

(2S,3aR,7aR)-octahydroindole-2-carboxylic acid

Conditions
ConditionsYield
With hydrogen; acetic acid; platinum(IV) oxide at 60℃; for 24h; atmospheric pressure;A 85%
B n/a
With platinum(IV) oxide; hydrogen at 60℃; optical yield given as %de;A 85%
B n/a
ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride
82864-25-3

ethyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate hydrochloride

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 25℃;
(2S,3aS,7aS)-1-Acetyl-octahydro-indole-2-carboxylic acid tert-butyl ester
116795-46-1

(2S,3aS,7aS)-1-Acetyl-octahydro-indole-2-carboxylic acid tert-butyl ester

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride
rac-3-bromocyclohexene
1521-51-3

rac-3-bromocyclohexene

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 89 percent / K2CO3 / acetonitrile / 48 h / Ambient temperature
2: 97 percent / K2CO3 / acetone / 48 h / Ambient temperature
3: 90 percent / 2N NaOH / dimethylformamide / 48 h / Ambient temperature
5: tetrahydrofuran / 0.5 h / Ambient temperature; Irradiation
6: Raney nickel
7: 6N HCl
View Scheme
Ethyl (S)-indoline-2-carboxylate hydrochloride
79854-42-5

Ethyl (S)-indoline-2-carboxylate hydrochloride

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / Pd/C / ethanol
2: NaOH / H2O; ethanol / 25 °C
View Scheme
benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate
83508-14-9

benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: benzyl (S)-(S)-(S)-perhydroindole-2-carboxylate With methanol; sodium hydroxide; water for 2h; Heating / reflux;
Stage #2: With hydrogenchloride; water In methanol pH=6 - 7;
ethyl (2α, 3aβ, 7aβ)-octahydro-1H-indole-2-carboxylate
89083-53-4

ethyl (2α, 3aβ, 7aβ)-octahydro-1H-indole-2-carboxylate

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl (2α, 3aβ, 7aβ)-octahydro-1H-indole-2-carboxylate With sodium hydroxide; water at 30 - 35℃; for 5h;
Stage #2: With hydrogenchloride In water pH=4.5 - 4.8;
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium acetate; acetic anhydride / 0.5 h / 20 °C / Inert atmosphere
1.2: 90 - 100 °C
2.1: sodium / 40 - 50 °C / Inert atmosphere
3.1: hydrogen; [Rhcod(S)-DuanPhos]BF4 / ethanol / 45 - 55 °C / 15001.5 Torr / Autoclave
4.1: potassium carbonate; copper(l) chloride / dimethyl sulfoxide / 100 - 105 °C / Inert atmosphere
5.1: sulfuric acid; water / Reflux
6.1: hydrogen; 8 % Pd/C / methanol / 55 - 65 °C / 37503.8 Torr / Autoclave
View Scheme
(4Z)-4-[(2-chlorophenyl)methylene]-2-methyl-1,3-oxazol-5-one

(4Z)-4-[(2-chlorophenyl)methylene]-2-methyl-1,3-oxazol-5-one

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium / 40 - 50 °C / Inert atmosphere
2: hydrogen; [Rhcod(S)-DuanPhos]BF4 / ethanol / 45 - 55 °C / 15001.5 Torr / Autoclave
3: potassium carbonate; copper(l) chloride / dimethyl sulfoxide / 100 - 105 °C / Inert atmosphere
4: sulfuric acid; water / Reflux
5: hydrogen; 8 % Pd/C / methanol / 55 - 65 °C / 37503.8 Torr / Autoclave
View Scheme
(Z)-2-acetylamino-3-(2-chlorophenyl)acrylic acid methyl ester

(Z)-2-acetylamino-3-(2-chlorophenyl)acrylic acid methyl ester

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogen; [Rhcod(S)-DuanPhos]BF4 / ethanol / 45 - 55 °C / 15001.5 Torr / Autoclave
2: potassium carbonate; copper(l) chloride / dimethyl sulfoxide / 100 - 105 °C / Inert atmosphere
3: sulfuric acid; water / Reflux
4: hydrogen; 8 % Pd/C / methanol / 55 - 65 °C / 37503.8 Torr / Autoclave
View Scheme
methyl (S)-2-acetamido-3-(2-chlorophenyl)propionate

methyl (S)-2-acetamido-3-(2-chlorophenyl)propionate

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; copper(l) chloride / dimethyl sulfoxide / 100 - 105 °C / Inert atmosphere
2: sulfuric acid; water / Reflux
3: hydrogen; 8 % Pd/C / methanol / 55 - 65 °C / 37503.8 Torr / Autoclave
View Scheme
(S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester
110592-39-7

(S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid; water / Reflux
2: hydrogen; 8 % Pd/C / methanol / 55 - 65 °C / 37503.8 Torr / Autoclave
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(2S,3aS,7aS)-1-(tert-butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid
109523-13-9

(2S,3aS,7aS)-1-(tert-butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,3aS,7aS)-perhydroindole-2-carboxylic acid With sodium hydroxide In tetrahydrofuran; water for 0.166667h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 20℃; for 12h;		100%
Stage #1: (2S,3aS,7aS)-perhydroindole-2-carboxylic acid With sodium hydroxide In 1,4-dioxane; water at 0℃; for 0.333333h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 0 - 20℃; Inert atmosphere;		99%
With triethylamine In tetrahydrofuran; water at 20℃;98%
(1R,2R)-trans-2-phenylcyclopropane-1-carboxyl chloride
37107-48-5

(1R,2R)-trans-2-phenylcyclopropane-1-carboxyl chloride

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(2S,3aS,7aS)-1-((1R,2R)-2-Phenyl-cyclopropanecarbonyl)-octahydro-indole-2-carboxylic acid
176797-40-3

(2S,3aS,7aS)-1-((1R,2R)-2-Phenyl-cyclopropanecarbonyl)-octahydro-indole-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran Ambient temperature;100%
(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

1‐fluorenylmethoxycarbonyl-(2S,3aS,7aS)‐octahydroindole‐2‐carboxylic acid

1‐fluorenylmethoxycarbonyl-(2S,3aS,7aS)‐octahydroindole‐2‐carboxylic acid

Conditions
ConditionsYield
With sodium carbonate In water; acetone at 20℃; Cooling with ice;99%
With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine In dichloromethane for 3h; Cooling with ice; Inert atmosphere;73%
methanol
67-56-1

methanol

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(2S,3aS,7aS)-methyl octahydro-1H-indole-2-carboxylate
192436-84-3

(2S,3aS,7aS)-methyl octahydro-1H-indole-2-carboxylate

Conditions
ConditionsYield
With thionyl chloride at 20℃; Inert atmosphere;98%
With thionyl chloride at 20℃; Cooling with ice;93%
With thionyl chloride at 20℃;
With thionyl chloride
methanol
67-56-1

methanol

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(2S,3aS,7aS)-1-ethyl 2-methyl hexahydro-1H-indole-1,2(2H,3H)-dicarboxylate
1213770-22-9

(2S,3aS,7aS)-1-ethyl 2-methyl hexahydro-1H-indole-1,2(2H,3H)-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate at 20℃; for 48h; Inert atmosphere;98%
With potassium carbonate at 20℃; for 48h; Inert atmosphere;98%
With potassium carbonate at 20℃; for 48h; Inert atmosphere;96%
...Expand
acetic anhydride
108-24-7

acetic anhydride

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

1-acetyl-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid

1-acetyl-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid

Conditions
ConditionsYield
In dichloromethane for 0.5h;98%
In dichloromethane for 2.25h;
(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(4aS,6aS,7aS,11aS,13aS,14aS)-hexadecahydropyrazino[1,2-a:4,5-a']diindol-6,13-dione

(4aS,6aS,7aS,11aS,13aS,14aS)-hexadecahydropyrazino[1,2-a:4,5-a']diindol-6,13-dione

Conditions
ConditionsYield
With methyl dichlorophosphite; triethylamine; 1-methyl-3-methylimidazol-3-ium dimethyl phosphate In toluene at 145℃; for 1h; Microwave irradiation; stereoselective reaction;97%
(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid
107045-53-4

(2S,3aS,7aS)-1-(benzyloxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (2S,3aS,7aS)-perhydroindole-2-carboxylic acid With potassium carbonate In tetrahydrofuran; water at 20℃; for 0.0833333h;
Stage #2: benzyl chloroformate In tetrahydrofuran; water at 0 - 20℃; for 2h;
Stage #3: pH=3; Acidic conditions;		96%
With sodium hydrogencarbonate In water; toluene at 0 - 20℃;95%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 4h;95%
formaldehyd
50-00-0

formaldehyd

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

C10H17NO2

C10H17NO2

Conditions
ConditionsYield
Stage #1: formaldehyd; (2S,3aS,7aS)-perhydroindole-2-carboxylic acid In water for 0.166667h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 3h;		96%
(E)-1-methyl-3-(2-nitrovinyl)-1H-indole
2731-00-2, 122631-39-4

(E)-1-methyl-3-(2-nitrovinyl)-1H-indole

6-bromoisatin
6326-79-0

6-bromoisatin

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

6-bromo-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

6-bromo-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;96%
...Expand
(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(2S,3aS,7aS)-(octahydro-indol-2-yl)-methanol

(2S,3aS,7aS)-(octahydro-indol-2-yl)-methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether95%
Multi-step reaction with 2 steps
1: thionyl chloride / 20 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere
View Scheme
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether Inert atmosphere;
(E)-1-methyl-3-(2-nitrovinyl)-1H-indole
2731-00-2, 122631-39-4

(E)-1-methyl-3-(2-nitrovinyl)-1H-indole

5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-fluoro-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-fluoro-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;95%
...Expand
3-[(E)-2-nitroeth-1-enyl]-1H-indole
3156-51-2, 51870-94-1

3-[(E)-2-nitroeth-1-enyl]-1H-indole

indole-2,3-dione
91-56-5

indole-2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;94%
...Expand
(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

(2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate
94062-52-9

(2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid phenylmethyl ester 4-methylbenzenesulfonate

Conditions
ConditionsYield
In toluene for 4h; Heating;93%
In toluene Heating / reflux;91%
...Expand
7-chloroisatin
7477-63-6

7-chloroisatin

3-[(E)-2-nitroeth-1-enyl]-1H-indole
3156-51-2, 51870-94-1

3-[(E)-2-nitroeth-1-enyl]-1H-indole

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

7-chloro-2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

7-chloro-2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;93%
...Expand
3-[(E)-2-nitroeth-1-enyl]-1H-indole
3156-51-2, 51870-94-1

3-[(E)-2-nitroeth-1-enyl]-1H-indole

5-Bromo-1H-indole-2,3-dione
87-48-9

5-Bromo-1H-indole-2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-bromo-2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-bromo-2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;93%
...Expand
3-(β-nitro-β-methylvinyl)indole
64252-02-4

3-(β-nitro-β-methylvinyl)indole

5-Bromo-1H-indole-2,3-dione
87-48-9

5-Bromo-1H-indole-2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-bromo-2'-(1-methyl-1H-indol-3-yl)-1'-methyl-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-bromo-2'-(1-methyl-1H-indol-3-yl)-1'-methyl-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;93%
...Expand
[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine
82717-96-2

[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

ramipril

ramipril

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In DMF (N,N-dimethyl-formamide); acetonitrile at 20℃; for 0.5h;92%
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

(E)-1-methyl-3-(2-nitrovinyl)-1H-indole
2731-00-2, 122631-39-4

(E)-1-methyl-3-(2-nitrovinyl)-1H-indole

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-methyl-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-methyl-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;92%
...Expand
5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(E)-1-methyl-3-(2-nitroprop-1-en-1-yl)-1H-indole
110999-33-2

(E)-1-methyl-3-(2-nitroprop-1-en-1-yl)-1H-indole

5-fluoro-1'-methyl-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-fluoro-1'-methyl-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;92%
...Expand
5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(E)-1-methyl-3-(2-nitroprop-1-en-1-yl)-1H-indole
110999-33-2

(E)-1-methyl-3-(2-nitroprop-1-en-1-yl)-1H-indole

5-chloro-1'-methyl-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-chloro-1'-methyl-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;92%
...Expand
(E)-1-methyl-3-(2-nitrovinyl)-2-phenyl-1H-indole
122631-44-1

(E)-1-methyl-3-(2-nitrovinyl)-2-phenyl-1H-indole

5-Bromo-1H-indole-2,3-dione
87-48-9

5-Bromo-1H-indole-2,3-dione

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-bromo-2'-(1-methyl-2-phenyl-1H-indol-3-yl)-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-bromo-2'-(1-methyl-2-phenyl-1H-indol-3-yl)-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;92%
...Expand
5-methoxyisatine
39755-95-8

5-methoxyisatine

3-[(E)-2-nitroeth-1-enyl]-1H-indole
3156-51-2, 51870-94-1

3-[(E)-2-nitroeth-1-enyl]-1H-indole

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

2'-(1H-indol-3-yl)-5-methoxy-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

2'-(1H-indol-3-yl)-5-methoxy-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;92%
...Expand
5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

3-[(E)-2-nitroeth-1-enyl]-1H-indole
3156-51-2, 51870-94-1

3-[(E)-2-nitroeth-1-enyl]-1H-indole

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-fluoro-2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-fluoro-2'-(1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;92%
...Expand
sarcosine
107-97-1

sarcosine

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

(5aS,9aS,10aS)-2-methyldecahydropyrazino[1,2-a]indole-1,4-dione
1110659-51-2

(5aS,9aS,10aS)-2-methyldecahydropyrazino[1,2-a]indole-1,4-dione

Conditions
ConditionsYield
With methyl dichlorophosphite; triethylamine; 1-methyl-3-methylimidazol-3-ium dimethyl phosphate In toluene at 145℃; for 1h; Microwave irradiation; stereoselective reaction;91%
(E)-1-methyl-3-(2-nitrovinyl)-1H-indole
2731-00-2, 122631-39-4

(E)-1-methyl-3-(2-nitrovinyl)-1H-indole

5-methoxyisatine
39755-95-8

5-methoxyisatine

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-methoxy-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-methoxy-2'-(1-methyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;91%
...Expand
5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

(E)-1-methyl-3-(2-nitrovinyl)-2-phenyl-1H-indole
122631-44-1

(E)-1-methyl-3-(2-nitrovinyl)-2-phenyl-1H-indole

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid
80875-98-5

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

5-fluoro-2'-(1-methyl-2-phenyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

5-fluoro-2'-(1-methyl-2-phenyl-1H-indol-3-yl)-1'-nitro-1',2',4a',5',6',7',8',8a',9',9a'-decahydrospiro[indoline-3,3'-pyrrolo[1,2-a]indol]-2-one

Conditions
ConditionsYield
In ethanol; water at 20℃; for 6h; Green chemistry;91%
...Expand

L-Octahydroindole-2-carboxylic acid Chemical Properties

Molecular Formula  :  C9H15NO2
Molecular Weight   : 169.22
Synonyms :(2S,3aS,7aS)-Octahydro-1H-indole-2-carboxylic acid; L-2-carboxyoctahydroindole; (2S,3aS,7aS)-2-Carboxyperhydroindole
L-Octahydroindole-2-carboxylic acid ,it's mp is about 275-277°C.It is often White Solid.

L-Octahydroindole-2-carboxylic acid Uses

L-Octahydroindole-2-carboxylic acid is an intermediate in the synthesis of Perindopril.

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