Detail of "39878-87-0"

Reference

Intermediates for preparing semisynthetic cephalosporins

Intermediates for preparing semisynthetic cephalosporins. Sellstedt, John H. (American Home Products Corp., USA). U.S. US 4008226 15 Feb 1977, 12 pp. Division of U.S. 3,962,215. (English). (United States of America). CODEN: USXXAM. 49769-45-1 and 39878-87-0 are also in the experiment. CLASS: IC: C07D501-18. NCL: 260243000C. APPLICATION: US 71-186397 4 Oct 1971. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Ampicillin was prepd. in 53% yield of its naphthalenesulfonate salt by converting K penicillin G to its 1,3,2-dioxaphospholanyl ester, treating the ester with PCl5, ethanolysis of the imino chloride, hydrolysis of the imino ether with HCl, acylating 1,3,2-dioxaphospholan-2-yl 6-aminopenicillanate-HCl with D-(-)-H2NCHPhCOCl.HCl, hydrolyzing the ester group, and purifying ampicillin-HCl with naphthalenesulfonic acid. .

Cephalosporins by 7-N-acylation with trimethylsilylation

Cephalosporins by 7-N-acylation with trimethylsilylation. Tamura, Toshiaki; Ishimaru, Toshiyasu; Shinuchi, Tadami (Teikoku Chemical Industry Co., Ltd., Japan). Japan. Kokai JP 52125186 20 Oct 1977 Showa, 6 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: IC: C07D501-22. APPLICATION: JP 76-40513 10 Apr 1976. DOCUMENT TYPE: Patent CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) HCONHSiMe3 (I), Me3SiOCH:NSiMe3 (II), (Me3Si)2S, or Me3SiSPr were good reagents for solubilizing 7-aminodeacetoxycephalosporanic acid (III), 7-aminocephalosporanic acid, or 7-amino-3-(v-triazol-4-ylthiomethyl)-3-cephem-4-carboxylic acid in CHCl3. The mixt. was acylated with acid chlorides or mixed anhydrides to give cephalexin, cephalothin, cefatrizine, cephradine, or its N-chloroacetyl deriv. in good yields. Thus, 13.5 g HCONH2 stirred with 39.3 g Me3SiCl and 39.5 g Et3N in dioxane for 4 h gave 77.5% I. The amts. of Me3SiCl and Et3N were doubled to give 70% II. III (1.07 g) was dissolved in 10 mL CHCl3 with 3.75 mL 2M I or 1.88 mL 2M II in CHCl3 and acylated with 1.13 g D-phenylglycine chloride-HCl in the presence of 0. 39878-87-0 which is the cas registry number of one of substances is just one of reagents here.45 mL C5H5N to give 90.1% cephalexin. A ref. compd. (Me3Si)2S was prepd. from Me3SiCl, Et3N, and H2S in 70% yield. .