D-alpha-Amino-epsilon-caprolactam
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D-alpha-Amino-epsilon-caprolactam
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CAS No:
28957-33-7
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Formula:
C6H12N2O
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Chemical Name:
D-alpha-Amino-epsilon-caprolactam
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Synonyms:
2H-Azepin-2-one, 3-aminohexahydro-, (R)-;(3R)-3-aminoazepan-2-one;(2R)-2,6-Diaminohexanoic acid 1,6-lactam;(3R)-3α-Aminohexahydro-1H-azepine-2-one;(3R)-3α-Aminohexahydro-2H-azepine-2-one;(R)-3-Aminohexahydro-1H-azepin-2-one;[R,(+)]-3-Aminohexahydro-1H-azepin-2-one;(R)-3-Amino-Hexahydro-1H-Azepin
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CAS No:
Description
D-2-aminohexano-6-lactam is a 2-aminohexano-6-lactam. It is a conjugate base of a D-2-ammoniohexano-6-lactam. It is an enantiomer of a L-2-aminohexano-6-lactam.
D-alpha-Amino-epsilon-caprolactam Basic Attributes
128.175
128.094955
1533716-785-6
DTXSID00331447
2933790090
Safety Information
III
8
1759
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
H314
D-alpha-Amino-epsilon-caprolactam Use and Manufacturing
Into a three-necked flask added 30 g (164mmol) of L-Lysine hydrochloride, add 150mL of 1, 2-propanediol as a solvent, under stirring add 6.57g Na0H, after stirring for some time, heating reflux for 5h, separate water from the water separator, Thin layer chromatography (TLC) reaction ended. Cooled at room temperature, the by-product sodium chloride is removed by filtration. Into the filtrate added 6mol / L aqueous hydrochloric acid solution with back extraction, after drying the water phase, adding ethanol for re-crystallization, and then obtained 21.9 g, white solid is R-α-amino caprolactam, yield is 81percent.General procedure: A solution of each of amino acid L-lysine and D-lysine (3.4 mmol) in ethylene glycol (0.1 mL) was irradiated under microwave at 284 W for 1 h. The corresponding aminolactams 4a (79percent) and 4b were obtained by chromatographic purification on silica gel column (gradient mixture of acetone/MeOH). 4a: 79percent yield; [α]a)
Computed Properties
Molecular Weight:128.17
XLogP3:-0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:128.094963011
Monoisotopic Mass:128.094963011
Topological Polar Surface Area:55.1
Heavy Atom Count:9
Complexity:114
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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D-alpha-Amino-epsilon-caprolactam
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