Preparation of substituted isoserine esters using metal alkoxide

Details Preparation of substituted isoserine esters using metal alkoxide Preparation of substituted isoserine esters using metal alkoxide

1994-09-28

1995-11-14

Ivy, C. Warren

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549 60, 549214, 549435, 549471, 549511, 560 41, 560 42, C07D30514

Patent

active

054668344

ABSTRACT:
A process for preparing N-acyl, N-sulfonyl and N-phosphoryl substituted isoserine esters in which a metal alkoxide is reacted with a .beta.-lactam.

REFERENCES:
patent: 4814470 (1989-03-01), Colin et al.
patent: 4857653 (1989-08-01), Colin et al.
patent: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 4942184 (1990-07-01), Haugwitz et al.
patent: 4960790 (1990-10-01), Stella et al.
patent: 5015744 (1991-05-01), Holton
patent: 5059699 (1991-10-01), Kingston et al.
patent: 5136060 (1992-08-01), Holton
CA 108: 37298c, 1988.
Bartholomew et al., "Tetra. Letters", 32 (36), pp. 4795-4798, 1991.
C. Palomo et al. "Highly Stereoselective Synthesis of .alpha.-Hydroxy .beta.-Amino Acids Through .beta.-Lactams: Application to the Synthesis of the Taxol and Bestatin Side Chains and Related Systems" Tetrahedron Letters, vol. 31, No. 44, Oct. 22, 1990, pp. 6429-6432.
K. Witherup et al. "High Performance Liquid Chromatographic Separation of Taxol and Related Compounds From Taxus Brevifolia" Jour. of Liquid Chromatography, 12(11), (1989), pp. 2117-2132.
N. Magri et al., "Modified Taxols, 4. Synthesis and Biological Activity of Taxols Modified in the Side Chain" Jour. of Natural Products, vol. 51, No. 2, (1988) pp. 298-306.
H. Duetsch et al., "Synthesis of Congeners and Prodrugs. 3. Water-Soluble Prodrugs of Taxol with Potent Antitumor Activity" J. Med. Chem., vol. 32, No. 4, (1989) pp. 788-792.
Mukerjee et al., ".beta.-Lactams: Retrospect and Prospect", Tetrahedron vol. 34, Report No. 52, pp. 1731-1767 (1978).
Wani et al., "Plant Antitumor Agents. VI. The Isolation and Structure of Taxol, a Novel Antileukemic and Antitumor Agent from Taxus Brevifolia", J. Am. Chem. Soc. 93:9, May 5, 1971, pp. 2325-2327.
Samaranayake et al., "Modified Taxols. 5.1 Reaction of Taxol with Electrophilic Reagents and Preparation of a Rearranged Taxol Derivative with Tubulin Assembly Activity3.", J. Org. Chem. 1991, 56, 5114-5119.
Kaiser et al., "Synthesis of Esters of Acid-Unstable Alcohols by Means of n-butyllithium", J. Org. Chem., 1970, 35, 1198.
Ojima et al., "New and Efficient Approaches to the Semisynthesis of Taxol and its C-13 Side Chain Analogs by Means of .beta.-Lactam Synthon Method", Tetrahedron vol. 48, No. 34, pp. 6985-7012, 1992.
Denis and Greene, "A Highly Efficient, Practical Approach to Natural Taxol", J. Am. Chem. Soc. 1988, 110, 5917-5919.
Holton et al., "A Synthesis of Taxusin", J. Am. Chem. Soc., 1988, 110, pp. 6558-6560.
Holton, "Synthesis of the Taxane Ring System", J. Am. Chem. Soc., 1984, 106, pp. 5731-5732.

Affiliated with

Also associated with

Rating

Preparation of substituted isoserine esters using metal alkoxide does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Preparation of substituted isoserine esters using metal alkoxide, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Preparation of substituted isoserine esters using metal alkoxide will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1222236