tert-butyl ((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)carbamate
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 0 - 20℃; Inert atmosphere; | 100% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In methanol at 60 - 65℃; under 6000.6 Torr; | 93% |
(1aR,6aS)-6,6a-dihydro-1aH-indeno[1,2-b]oxirene
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
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 |
trans-2-bromo-2,3-dihydro-1H-inden-1-ol
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With ammonia In water at 0℃; for 24.5h; | 69% |
(1S,2S)-1-azido-2,3-dihydro-1H-inden-2-ol
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | 60% |
trans-1-aminoindan-2-ol
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
di-tert-butyl dicarbonate
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
tert-butyl ((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)carbamate
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% |
3,5-bistrifluoromethylphenylisothiocyanate
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]thiourea
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 18h; | 100% |
formaldehyd
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
(1S,2S)-1-dimethylamino-2-indanol
Conditions | Yield |
---|---|
With formic acid In water at 95℃; Inert atmosphere; | 99% |
1-(tert-butoxycarbonyl)-L-proline
chloroformic acid ethyl ester
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With 4-methyl-morpholine In ethyl acetate | 99% |
3,5-di-tert-butyl-2-hydroxybenzaldehyde
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
(1S,2S)-1-((E)-(3,5-ditert-butyl-2-hydroxybenzylidene)amino)-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With acetic acid In ethanol Reflux; | 98% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
benzoyl chloride
N-((1S,2S)-2-Hydroxy-indan-1-yl)-benzamide
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 1h; Ambient temperature; | 91% |
L-N-Boc-Ala
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
C17H24N2O4
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% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 85% |
ethyl 2-(anthracen-9-ylamino)-2-oxoacetate
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
N-(9-anthryl)-N'-((1S,2S)-2-hydroxy-1-indanyl)oxalamide
Conditions | Yield |
---|---|
In dichloromethane for 20h; Reflux; | 84% |
1,5-dibromo-pentane
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
(1S,2S)-1-(piperidin-1-yl)-2,3-dihydro-1H-inden-2-ol
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% |
formaldehyd
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
In water at 20℃; for 3h; pH=3; | 74% |
ortho-diphenylphosphinobenzoic acid
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
2-(diphenylphosphino)-N-((1S,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)benzamide
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% |
2,6-dichloro-N4,N8-dimethyl-pyrimido[5,4-d]pyrimidine-4,8-diamine
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
In butan-1-ol | 64% |
ethyl 2,3,4,5,6-pentamethylphenyloxamate
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
N-(2,3,4,5,6-pentamethylphenyl)-N′-((1S,2S)-2-hydroxy-1-indanyl)oxalamide
Conditions | Yield |
---|---|
In dichloromethane for 60h; Reflux; | 59% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; | 55% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2.5h; Cooling with ice; | 44% |
ortho-diphenylphosphinobenzoic acid
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
(1S,2S)-1-(2-(diphenylphosphino)benzamido)-2,3-dihydro-1H-inden-2-yl 2-(diphenylphosphino)benzoate
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% |
5-amino-4,6-dichloropyridimine
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
(1S,2S)-1-(5-amino-6-chloropyrimidin-4-ylamino)-2,3-dihydro-1H-inden-2-ol
Conditions | Yield |
---|---|
With triethylamine In butan-1-ol for 24h; Inert atmosphere; Reflux; | 38% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
1-{3-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl}piperidin-4-one
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 4h; reductive amination; | 37% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
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% |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
(S)-2-((1S,2S)-2-Hydroxy-indan-1-ylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran |
(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-ol
N-Benzyloxycarbonyl-L-proline
(S)-2-((1S,2S)-2-Hydroxy-indan-1-ylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester
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.; |
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
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