9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate
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![9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/fb9577a1e72844d091f270b6f1e81936.png "9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate")
9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate
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CAS No:
160885-98-3
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Formula:
C20H23NO3
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Chemical Name:
9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate
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Synonyms:
Carbamic acid,N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-,9H-fluoren-9-ylmethyl ester;Carbamic acid,[1-(hydroxymethyl)-2-methylpropyl]-,9H-fluoren-9-ylmethyl ester,(S)-;Carbamic acid,[(1S)-1-(hydroxymethyl)-2-methylpropyl]-,9H-fluoren-9-ylmethyl ester;9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate
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CAS No:
9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate Basic Attributes
325.4
325.40
DTXSID80350853
2924299090
Characteristics
58.6
3.8
Solid
1.166±0.06 g/cm3(Predicted)
107-108 °C
515.7±33.0 °C(Predicted)
265.7ºC
1.581
2-8°C
1.85E-11mmHg at 25°C
9H-Fluoren-9-ylmethyl N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate Use and Manufacturing
General procedure: To a solution of carboxylic acid (10 mmol) in THF (10 mL), DIPEA (11 mmol, 1.42 mL) and 50percent T3P in EtOAc (20 mmol, 6.36 mL) were added at 0 °C and the solution was stirred for about 10 min. Then aqueous solution of NaBHGeneral procedure: Amine (1 mmol) and Fmoc-Cl (1.1 mmol) were placed in a glass tube under neat conditions and were sonicated for a suitable time (as indicated in Tables 1, 2 and 3). All reactions were performed in a water bath at room temperature. After completion of the reaction (as indicated by TLC), 5 cm3 of diethyl ether was added to the mixture. The N-Fmoc derivatives were crystallized and were obtained in good to excellent yields. Purification of the product was accomplished by recrystallization from diethyl ether.
Raw materials for synthesis of enantiopure β-high amino acids. For the efficient synthesis of enantiopure tetrahydroisoquinoline compounds. One-pot process converts amino acid carbamate compounds into intermediates for N-derived 2-oxazolidone compounds.
Computed Properties
Molecular Weight:325.4
XLogP3:3.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:325.16779360
Monoisotopic Mass:325.16779360
Topological Polar Surface Area:58.6
Heavy Atom Count:24
Complexity:403
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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