(1S,2S)-(+)-trans-1-Amino-2-indanol supplier

Name
(1S,2S)-(+)-trans-1-Amino-2-indanol
EINECS 604-604-1
CAS No. 163061-74-3
Article Data14
CAS DataBase
Density 1.212 g/cm³
Solubility
Melting Point 142-146 °C
Formula C₉H₁₁NO
Boiling Point 290 °C at 760 mmHg
Molecular Weight 149.192
Flash Point 129.2 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (1S,2S)-1-Aminoindan-2-ol;(1S,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol;
PSA 46.25000
LogP 1.30370

Synthetic route

: 438051-03-7
tert-butyl ((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)carbamate

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 0 - 20℃; Inert atmosphere;	100%

: C16H17NO

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol at 60 - 65℃; under 6000.6 Torr;	93%

: 768-22-9, 67528-26-1, 71214-81-8, 85354-35-4
(1aR,6aS)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With ammonium hydroxide	81%
Multi-step reaction with 2 steps 1: 70 percent / NaN3 2: 60 percent / LiAlH4 View Scheme
With ammonia In water at 20℃; for 5h; Inert atmosphere;	0.57 g

: 67528-24-9
trans-2-bromo-2,3-dihydro-1H-inden-1-ol

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With ammonia In water at 0℃; for 24.5h;	69%

: 180467-85-0
(1S,2S)-1-azido-2,3-dihydro-1H-inden-2-ol

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride	60%

: 7480-35-5, 13286-59-4, 74165-73-4, 126456-43-7, 136030-00-7, 140632-19-5, 140632-20-8
trans-1-aminoindan-2-ol

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 24424-99-5
di-tert-butyl dicarbonate

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 438051-03-7
tert-butyl ((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)carbamate

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water at 0 - 20℃; for 3h;	100%
With sodium carbonate In tetrahydrofuran; water at 0 - 20℃; for 3h;	100%
With triethylamine In methanol at 20℃; for 48h;	98%

: 23165-29-9
3,5-bistrifluoromethylphenylisothiocyanate

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1210360-56-7
1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]thiourea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h;	100%

: 50-00-0
formaldehyd

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 272119-19-4
(1S,2S)-1-dimethylamino-2-indanol

Conditions

Conditions	Yield
With formic acid In water at 95℃; Inert atmosphere;	99%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 541-41-3
chloroformic acid ethyl ester

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (S)-tert-butyl 2-((1S,2 S)-2-hydroxy-2,3-dihydro-1H-inden-1-ylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With 4-methyl-morpholine In ethyl acetate	99%

...Expand

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1608504-78-4
(1S,2S)-1-((E)-(3,5-ditert-butyl-2-hydroxybenzylidene)amino)-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With acetic acid In ethanol Reflux;	98%

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 98-88-4
benzoyl chloride

: 174759-68-3
N-((1S,2S)-2-Hydroxy-indan-1-yl)-benzamide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 1h; Ambient temperature;	91%

: 15761-38-3
L-N-Boc-Ala

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1301627-74-6
C17H24N2O4

Conditions

Conditions	Yield
Stage #1: L-N-Boc-Ala With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	86%

: N-(2-ethoxy-3,4-dixoxocyclobut-1-yl)-2-methylpropane-2-sulfinamide

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (S)-N-(2-((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino-3,4-dioxocyclobut-1-en-1-yl)-2-methylpropane-2-sulfinamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	85%

: 1313442-36-2
ethyl 2-(anthracen-9-ylamino)-2-oxoacetate

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1313442-37-3
N-(9-anthryl)-N'-((1S,2S)-2-hydroxy-1-indanyl)oxalamide

Conditions

Conditions	Yield
In dichloromethane for 20h; Reflux;	84%

: 111-24-0
1,5-dibromo-pentane

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1160852-43-6
(1S,2S)-1-(piperidin-1-yl)-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In isopropyl alcohol at 80℃; for 48h; Sealed tube;	75%
With potassium carbonate; potassium iodide In isopropyl alcohol at 80℃; for 48h; sealed;	75%
With potassium carbonate; potassium iodide In isopropyl alcohol at 80℃; for 48h;	75%
With potassium carbonate In ethanol at 75℃; for 24h; Inert atmosphere;	71%

: 50-00-0
formaldehyd

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (4S,5S,9S,10S)-5,5a,13,13a-hexahydrodiindeno[1,2-d:1'2'-i]-1,6-diaza-3,8-dioxabicyclo[4.4.1]undecane

Conditions

Conditions	Yield
In water at 20℃; for 3h; pH=3;	74%

: 17261-28-8
ortho-diphenylphosphinobenzoic acid

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1192754-82-7
2-(diphenylphosphino)-N-((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)benzamide

Conditions

Conditions	Yield
Stage #1: ortho-diphenylphosphinobenzoic acid; (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 24h; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane; water Inert atmosphere;	71%

: 500860-54-8
2,6-dichloro-N4,N8-dimethyl-pyrimido[5,4-d]pyrimidine-4,8-diamine

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (1S,2S)-1-(6-chloro-4,8-bis(methylamino)pyrimido[5,4-d]pyrimidin-2-ylamino)-2,3-dihydro-1H-indan-2-ol

Conditions

Conditions	Yield
In butan-1-ol	64%

: 1579250-32-0
ethyl 2,3,4,5,6-pentamethylphenyloxamate

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1579250-33-1
N-(2,3,4,5,6-pentamethylphenyl)-N′-((1S,2S)-2-hydroxy-1-indanyl)oxalamide

Conditions

Conditions	Yield
In dichloromethane for 60h; Reflux;	59%

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 174069-00-2
3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester

: N-(3α-hydroxy-5β-cholan-24-oyl)-(−)-trans-1-amino-2-indanol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	55%

: 5-(3,6-dimethyl-2,4-dioxo-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1-(4-iodophenyl)-1H-pyrazole-4-sulfonyl chloride

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (R)-5-{3,6-dimethyl-2,4-dioxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidin-5-yl}-N-[(1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-1-(4-iodophenyl)-1H-pyrazole-4-sulfonamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2.5h; Cooling with ice;	44%

: 17261-28-8
ortho-diphenylphosphinobenzoic acid

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1192754-83-8
(1S,2S)-1-(2-(diphenylphosphino)benzamido)-2,3-dihydro-1H-inden-2-yl 2-(diphenylphosphino)benzoate

Conditions

Conditions	Yield
Stage #1: ortho-diphenylphosphinobenzoic acid; (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 24h; Inert atmosphere; Stage #2: With hydrogenchloride In dichloromethane; water Inert atmosphere;	40%

: 5413-85-4
5-amino-4,6-dichloropyridimine

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1402435-73-7
(1S,2S)-1-(5-amino-6-chloropyrimidin-4-ylamino)-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
With triethylamine In butan-1-ol for 24h; Inert atmosphere; Reflux;	38%

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 177947-84-1
1-{3-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl}piperidin-4-one

: (1S,2S)-1-{1-[3-(5-[1,2,4]Triazol-4-yl-1H-indol-3-yl)-propyl]-piperidin-4-ylamino}-indan-2-ol

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 4h; reductive amination;	37%

: 2-(9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl)acetaldehyde

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (1S,2S)-1-((2-(9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl)ethyl)amino)-2,3-dihydro-1H-inden-2-ol

Conditions

Conditions	Yield
Stage #1: 2-(9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl)acetaldehyde; (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol In methanol; dichloromethane for 2h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane for 12h;	33%

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: (S)-2-Ethoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid benzyl ester

: 910541-15-0
(S)-2-((1S,2S)-2-Hydroxy-indan-1-ylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Conditions

Conditions	Yield
In tetrahydrofuran

: 163061-74-3
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 910541-15-0
(S)-2-((1S,2S)-2-Hydroxy-indan-1-ylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

Conditions

Conditions	Yield
Stage #1: N-Benzyloxycarbonyl-L-proline With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.75h; Stage #2: (1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol In tetrahydrofuran for 3h; Heating; Further stages.;

(1S,2S)-(+)-trans-1-Amino-2-indanol Specification

The (1S,2S)-(+)-trans-1-Amino-2-indanol, with the CAS registry number of 163061-74-3, is also known as (1S,2S)-1-Aminoindan-2-ol. It belongs to the product categories of Amino Alcohols; Chiral Building Blocks; Organic Building Blocks. This chemical's molecular formula is C₉H₁₁NO and molecular weight is 149.19. What's more, its IUPAC name is (1S,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol.

Physical properties about (1S,2S)-(+)-trans-1-Amino-2-indanol are: (1)ACD/LogP: 0.43; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 3; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 12.47 Å²; (7)Index of Refraction: 1.626; (8)Molar Refractivity: 43.57 cm³; (9)Molar Volume: 123 cm³; (10)Polarizability: 17.27×10^-24 cm³; (11)Surface Tension: 51.7 dyne/cm; (12)Density: 1.212 g/cm³; (13)Flash Point: 129.2 °C; (14)Enthalpy of Vaporization: 55.91 kJ/mol; (15)Boiling Point: 290 °C at 760 mmHg; (16)Vapour Pressure: 0.000978 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause inflammation to the skin or other mucous membranes. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O[C@H]2Cc1ccccc1[C@@H]2N
(2) InChI: InChI=1/C9H11NO/c10-9-7-4-2-1-3-6(7)5-8(9)11/h1-4,8-9,11H,5,10H2/t8-,9-/m0/s1
(3) InChIKey: LOPKSXMQWBYUOI-IUCAKERBBK

Product Name

(1S,2S)-(+)-trans-1-Amino-2-indanol

Synthetic route

(1S,2S)-(+)-trans-1-Amino-2-indanol Specification

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