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Volumn , Issue 24, 2006, Pages 4212-4218

Trimethylene dithioacetals of carbohydrates, part 6: C-C coupling reactions of dilithiated N-acetyl-D-glucosamine trimethylene dithioacetal derivatives

(4) Chen, Yue Lei a Leguijt, Robin a Redlich, Hartmut a Fröhlich, Roland a

a UNIVERSITY OF MÜNSTER (Germany)

Author keywords

Carbanion; Chain extension; Chiral pool; D glucosamine trimethylene dithioacetal; Imidate anion

Indexed keywords

CARBANION; CHAIN EXTENSION; CHIRAL POOL; IMIDATE ANION;

CARBOHYDRATES; CHEMICAL BONDS; DERIVATIVES; MOLECULAR STRUCTURE; OLEFINS;

AMINES;

1 C(2 ACETAMIDO 2 DEOXY 3,4;5,6 DI O ISOPROPYLIDENE DEXTRO GLUCOS 1 YL)CYCLOHEXANOL PROPANE 1,3 DIYL DITHIOACETAL; 1 C(2 ACETAMIDO 2 DEOXY 3,4;5,6 DI O ISOPROPYLIDENE DEXTRO GLUCOS 1 YL)CYCLOPENTANOL PROPANE 1,3 DIYL DITHIOACETAL; 2 ACETAMIDO 2 DEOXY 3,4;5,6 DI O ISOPROPYLIDENE DEXTRO GLUCOSE PROPANE 1,3 DIYL DITHIOACETAL; 3 ACETAMIDO 3 DEOXY 4,5;6,7 DI O ISOPROPYLIDENE DEXTRO GLUCO HEPT 2 ULOSE 2 PROPANE 1,3 DIYL DITHIOACETAL; 3,4;5,6 DI O ISOPROPYLIDENE N PHTHALOYL DEXTRO GLUCOSAMINE PROPANE 1,3 DIYL DITHIOACETAL; CARBOHYDRATE; CARBONYL DERIVATIVE; CYCLOPROPANE; ETHYL 3 ACETAMIDO 3 DEOXY 4,5;6,7 DI O ISOPROPYLIDENE DEXTRO GLUCO HEPT 2 ULOSONATE PROPANE 1,3 DIYL DITHIOACETAL; LITHIUM DERIVATIVE; METHYL 3 ACETAMIDO 3 DEOXY 4,5;6,7 DI O ISOPROPYLIDENE DEXTRO GLUCO HEPT 2 ULOSONATE PROPANE 1,3 DIYL DITHIOACETAL; N ACETYL DEXTRO GLUCOSAMINE TRIMETHYLENE DITHIOACETAL DERIVATIVE; N ACETYLGLUCOSAMINE; N TERT BUTOXYCARBONYL DERIVATIVE; THIOACETAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COUPLING FACTOR; LITHIATION; X RAY ANALYSIS;

EID: 33845968491 PISSN: 00397881 EISSN: None Source Type: Journal
DOI: 10.1055/s-2006-950359 Document Type: Article

Times cited : (13)

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- X-ray crystal structure analysis for compound 14: formula C 29H47NO11S2·C 3H6O, M, 707.87, colorless crystal 0.35 × 0.35 × 0.30 mm, a, 13.879(1, c, 33.656(1) Å, γ, 120°, V, 5614.5(6) Å3, ρcalc, 1.256 g cm-3, μ, 1.782 mm-1, empirical absorption correction (0.574 ≤ T ≤ 0.617, Z, 6, hexagonal, space group P65 (No. 170, λ, 1.54178 Å, T, 223 K, ω and φ scans, 7761 reflections collected (±h, ±k, ±l, sinθ)/λ, 0.59 Å-1, 4566 independent (Rint, 0.023) and 3554 observed reflections [I ≥ 2 σ (I, 439 refined parameters, R, 0.051, wR2, 0.132, Flack parameter 0.04(2, max. residual electron density 0.52, 0.17) e Å-3, hydrogen atoms calculated and refined as riding atoms. Data set was collected
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28
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- (e) Structure refinement SHELXL-97: Sheldrick, G. M.; Universität Göttingen, 1997.

29
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- Graphics SCHAKAL: Keller, E.; Universität Freiburg, 1997. CCDC 623504 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html [or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033, E-mail: deposit@ccdc.cam.ac.uk].
- (f) Graphics SCHAKAL: Keller, E.; Universität Freiburg, 1997. CCDC 623504 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html [or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033, E-mail: deposit@ccdc.cam.ac.uk].

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