Optically active nitro alcohol derivatives, optically active...

Details Optically active nitro alcohol derivatives, optically active... Optically active nitro alcohol derivatives, optically active...

2007-04-17

2007-04-17

Barts, Samuel (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Silicon containing

C560S084000

Reexamination Certificate

active

11044223

ABSTRACT:
Optically active 1-substituted phenyl-2-nitro alcohol derivatives having the formula (1)and the process for producing thereof, and 1-substituted phenyl-2-amino alcohol derivatives having the formula (2)and the process for producing thereof from the optically active 1-substituted phenyl-2-nitro alcohol derivatives. From these nitro alcohols, pharmaceuticals such as (R)-albutamin and (R)-sarmeterol useful as a bronchodilator is obtained via optically active amino alcohols which are useful pharmaceutical intermediates.

REFERENCES:
patent: 4340600 (1982-07-01), Brenner et al.
patent: 4933505 (1990-06-01), Barrett et al.
patent: 5099067 (1992-03-01), Barrett et al.
patent: 5108363 (1992-04-01), Tuttle et al.
patent: 5442118 (1995-08-01), Gao et al.
patent: 5514694 (1996-05-01), Powers et al.
patent: 6632955 (2003-10-01), Shibasaki et al.
patent: 1 233 410 (1967-02-01), None
patent: 2229894 (1972-06-01), None
patent: 1413930 (1975-11-01), None
patent: 57-16864 (1982-01-01), None
patent: 58-203950 (1983-11-01), None
patent: 2-17048 (1990-01-01), None
patent: 6-87800 (1994-03-01), None
patent: 7-242543 (1995-09-01), None
patent: 96/35685 (1996-11-01), None
Seebach et al., “Diastereoselective Synthesis of Nitroaldol Derivatives”, Helvetica Chimica Acta, vol. 65, No. 4 (1982), p. 1101-1133.
Eyer et al., “1-2-Nitro-1, 3-alkanediols by Stereoselective Addition of Nitroethanol to Aldehydes. On the Asymmetric Electrophilic Addition to Double Bonds”, J. Am. Chem. Soc., vol. 107 (1985), p. 3601-3606.
Sasai et al., “Effects of Rare Earth Metals on the Catalytic Asymmetric Nitroaldol Reaction”, Tetrahedron Letters, vol. 34, No. 16 (1993), p. 2657-2660.
XP002127516 (Database Crossfire [Online] Beilstein Informationssysteme GmbH Frankfurt DE) & Bull. Soc. Chim. Fr. (1949), p. 536.
XP002127517 (Database Crossfire [Online] Beilstein Informationssysteme GmbH Frankfurt DE) & Can. J. Chem., vol. 39 (1961), p. 1143-1147.
XP002127518 (Database Crossfire [Online] Beilstein Informationssysteme GmbH Frankfurt DE) & J. Org. Chem., vol. 16 (1951), p. 1573.
XP002127519 (Database Crossfire [Online] Beilstein Informationssysteme GmbH Frankfurt DE) & Chem. Ber., vol. 46 (1913), p. 1039.
XP002127520 (Database WPI Section Ch., Week 199749; Class B05, AN 1997-532738) & JP 09255631 A (1997).
Zhao et al., “A Practical Synthesis of 4-(3′,4′-Dihydroxylphenyl)-1,2,3,4-Tetrahydroisoquinoline”, Org. Prep. Proced. Int. (1995), vol. 27, No. 4, pp. 513-516.
Nagren et al., “Selective Synthesis of Racemic 1-11C-Labelled Norepinephrine, Octopamine, Norphenylephrine and Phenylethanolamine using (11C) Nitromethane”, Appl. Radiat. Isot. (1994), vol. 45, No. 4, pp. 515-521.
Kulikov et al., “Synthesis of 3-O-Methylated Derivatives of Catecholamines”, Zh. Org. Khim. (1992), vol. 28, No. 2, pp. 348-358.
Kim et al., “Synthesis of Tunichromes Mm-1 and Mm-2, Blood Pigmants of the Iron-Assimilating Tunicate, Molgula Manhattensis”, Tetrahedron Lett. (1990), vol. 31, No. 49, pp. 7119-7122.
Chem. Abstr., vol. 105, No. 19, Nov. 10, 1986 (Columbus, OH, USA), p. 715, col. 2, the abstract No. 172151c, Yang, P.W. et al. ‘Improved synthesis of adrenaline’, Hua Hsueh, 1985, 43(1), 19-29(Ch).
Nakamura et al., “Postharvest Berry Drop of Seedless Berries Produced by GA Treatment in Grape Cultivar ‘Kyoho’”, Tohoku J. Agric. Res. (1985), vol. 35, Nos. 2-4, pp. 81-89.
Leclerc et al., “Synthesis and Structure-Activity Relationships among α-Adrenergic Receptor Agonists of the Phenylethanolamine Type”, J. Med. Chem. (1980), vol. 23, No. 7, pp. 738-744.
Chem. Abstr., vol. 88, No. 3, Jan. 16, 1978 (Columbus, OH, USA), p. 583, col. 2, the abstract No. 22320y, Siatra T et al., ‘Derivatives of 1-(3′,4′-dimethoxyphenyl)-2-aminoacetylaminoethanol’, Chem. Chron. 1977, 6(3), 471-477 (Eng).
Crowell et al., “A Kinetic Analysis of Nitrostyrene Hydrolysis and the Knoevenagel Condensation”, J. Amer. Chem., Soc. (1973), vol. 95, No. 20, pp. 6781-6786.
Chem. Abstr., vol. 67, No. 7, Aug. 14, 1967 (Columbus, OH, USA), p. 3058, col. 1-2, the abstract No. No. 32454a, Karl Wismayr et al., ‘Phenylnitroethanols’, Ger,1233410 (CI.C07C), Feb. 2, 1967, Appl. Jun. 15, 1961.

Affiliated with

Also associated with

Rating

Optically active nitro alcohol derivatives, optically active... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Optically active nitro alcohol derivatives, optically active..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Optically active nitro alcohol derivatives, optically active... will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3770773