𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Efficient syntheses of 13C-labelled erythromycin biosynthetic intermediates. 2: (2S,3S,4S,5R,6R,7R)-3,6,7-trihydroxy-2,4,6-trimethyl[1-13C]nonan-5-olide and S-2-acetylaminoethyl (2R,3S,4S,5R,6S,7R)-3,5,6,7-tetrahydroxy-2,4,6-trimethyl[1-13C]nonanethioate

✍ Scribed by Katsumi Iida; Masahiro Kajiwara; Mineo Fukui; Tadashi Nakata; Takeshi Oishi

Publisher
John Wiley and Sons
Year
2008
Tongue
French
Weight
222 KB
Volume
51
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The ^13^C‐labelled putative erythromycin biosynthetic intermediates, ((2__S__,3__S__,4__S__,5__R__,6__R__,7__R__)‐3,6,7‐trihydroxy‐2,4,6‐trimethyl[1‐^13^C]nonan‐5‐olide and S‐2‐acetylaminoethyl (2__R__,3__S__,4__S__,5__R__,6__S__,7__R__)‐3,5,6,7‐tetrahydroxy‐2,4,6‐trimethyl[1‐^13^C]nonanethioate), which would be useful for the investigation of the chain elongation mechanism in erythromycin biosynthesis, were efficiently synthesized via aldol condensation of aldehyde derived from (2__S__,3__R__,4__R__,5__R__)‐tert‐butyldimethylsilyloxy‐5‐3,4‐O‐isopropylidene‐2,4‐dimethylheptanol, which was obtained in our previous work on erythromycin A synthesis, and sodium [1‐^13^C]propionate (after conversion to ester). Copyright © 2008 John Wiley & Sons, Ltd.

📜 SIMILAR VOLUMES

Efficient synthesis of 13C-labelled eryt
Efficient synthesis of 13C-labelled erythromycin biosynthetic intermediate. 1: S-2-acetylaminoethyl (2R,3R,4R,5R)-3,5-diacetoxy-2,4-dimethyl-4-([13C]methoxy)-heptanethioate
✍ Katsumi Iida; Masahiro Kajiwara; Tomoko Inoue-Tanihata; Mineo Fukui; Tadashi Nak 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 French ⚖ 149 KB

## Abstract An efficient ^13^C‐labelling synthesis of the putative erythromycin biosynthetic intermediate, __S__‐2‐acetylaminoethyl (2__R__,3__R__,4__R__,5__R__)‐3,5‐diacetoxy‐2,4‐dimethyl‐4‐([^13^C]methoxy)heptanethioate, which would be useful for the investigation of the chain elongation mechanis

ChemInform Abstract: Synthesis of (1R,2S
ChemInform Abstract: Synthesis of (1R,2S,3S,4R,5R,7S)-2,3,4-Tris-(phenylmethoxy)-6,8-dioxabicyclo (3.2.1)octan-7-ol from 1R,2R,3S-Tris(phenylmethoxy)-6S-hydroxy-cyclohex-4-ene by Ozonolysis.
✍ Hari Babu Mereyala; Bhavani Chadalawada; Sreenivasulu Guntha 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Stéréochimie de (2S, 4S, 5R;2S, 4S, 5S)-
Stéréochimie de (2S, 4S, 5R;2S, 4S, 5S)- et (2R, 4S, 5R;2R, 4S, 5S)-2-alkyl-1,3,4-triméthyl-5-phénylimidazolidines déterminée par RMN-−1H et -−13C
✍ D. Tytgat; M. Gelbcke 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 339 KB 👁 1 views

The condensation of (1 R,2S) or (lS,2S)-N,N'-dimethyI-l-phenylpropane-l 2-diamines with aldehydes gives respectively two diastereorneric 2-alkyl-l,3,4-trimethyI-S-phen limidazolidines. At thermodynamical equilibrium the major isomer in the erythro series is this one where t f ! e substituents at pos

ChemInform Abstract: (2R,3R,5R)-2-[(2R,3
ChemInform Abstract: (2R,3R,5R)-2-[(2R,3aS,6aR)-2,3,3a,4,5,6a-Hexahydrofuro [2,3-b]furan-2-yl]-5-isopropenyl-2,3-dimethylcyclohexanone and (4aR,5S,7R) -5-isopropenyl-7,8,8-trimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-o xo-4a-carbonitrile.
✍ Dianne D. Ellis; Anthony L. Spek 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 28 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v