Method of producing cis-1-aminoindan-2-ol

Details Method of producing cis-1-aminoindan-2-ol Method of producing cis-1-aminoindan-2-ol

1994-11-30

1997-07-15

Daus, Donald G.

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

Organic compounds

Amino nitrogen containing

548217, 564124, 564160, 564172, C07D26352

Patent

active

056485344

ABSTRACT:
1,2-di-substituted indan expressed by general formula (I) wherein X is a substituent which can be drawn out under an acidic condition to form a carbocation at 1-position of an indan skeleton, Y is a halogen atom, and X and Y can be in either cis- or trans-configuration forming either a racemic body or an optically active substance; or 1,2-di-substituted indan expressed by general formula (I') wherein X is a substituent which can be drawn out under an acidic condition to form a carbocation at 1-position of an indan skeleton, and X and OH group can be in either cis- or trans-configuration forming either a racemic body or an optically-active substance; or cis-1,2-epoxyindan expressed by general formula (VI) wherein R is phenyl or a lower alkyl group, oxazoline ring is in cis-configuration forming either a racemic body or an optically active substance is reacted, under an acidic condition, with a nitrile expressed by general formula (II) wherein R is phenyl or a lower alkyl group to produce cis-1-aminoindan-2-ol expressed by general formula (V) wherein NH.sub.2 and OH groups are in cis-configuration forming either a racemic body or an optically-active substance. ##STR1##

REFERENCES:
patent: 2518156 (1950-08-01), Magat
patent: 3523136 (1970-08-01), Schneider et al.
patent: 3523137 (1970-08-01), Moore
patent: 5072024 (1991-12-01), Cesa
patent: 5103055 (1992-04-01), Cesa
patent: 5187074 (1993-02-01), Treiber et al.
patent: 5449830 (1995-09-01), Verhoeven et al.
G. Drefahl et al., "Untersuchungen an cyclischen 1,2-Chloraminen", Journal Fur Praktische Chemie, vol. 21, No. 3-4, pp. 204-207 (1963).
STN-Information Service file: REG RN=79542-17-9 & Laurent Chem. Abstr. vol. 102:Entry 5254.
G. Drefahl and K. Ponsold, "Addition von Jodisocyanant an unsymmetrische Olefine", Chemische Berichte, vol. 95, pp. 519-523, (1960).
A. Hassner et al., "Addition of Iodine Isocyanate to Olefines. Scope and Synthetic Utility", J. Org. Chem., vol. 32, pp. 540-549 (1967).
W.J. Johnson, "Synthesis and Antiviral Activity of a Series of HIV-1 Protease Inhibitors with Functionality Tethered to the P1 or P2 Phenyl Substitutes: x-ray Crystal Structure Assisted Design", J. Med. Chem., vol. 35, pp. 1685-1701 (1992).
Merck Index, 10th Edition, Rahway, NJ, (1983) p. ONR-77.

Affiliated with

Also associated with

Rating

Method of producing cis-1-aminoindan-2-ol does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Method of producing cis-1-aminoindan-2-ol, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method of producing cis-1-aminoindan-2-ol will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1493602