The Correlation of D-arabino-L-galacto- and D-lyxo-D-manno-Nononic 1,4-Lactones

Abstract

B.-A solution of 0.18 g. (0.50 mmoles) of VII (R = p-CH3-OC6H4; R' = CH3) and 1.0 mmole of carbon disulfide in 2.0 ml. of acetonitrile was heated in a sealed tube at 80°for 12 hr. Crystallization of the product from carbon disulfide-methanol yielded 0.21 g. of colorless crystals, m.p. 88-90°.

Indium-Mediated Acyloxyallylation-Based Synthesis of Galacto-Configured Higher-Carbon Sugar Alcohols as Potential Phase Change Materials

“…This was purified via flash column chromatography (90 g SiO 2 , LP/EtOAc 4:1 → 1:1), and product 26 was obtained as a colorless solid (406 mg, 79%). mp 147.5–149 °C (EtOAc) (lit . 143–145 °C (for enantiomer)); 1 H NMR (400 MHz, CDCl 3 ) δ 5.35–5.29 (m, 3H, 3 × CH), 5.19–5.14 (m, 2H, 2 × CH), 5.11 (ddd, J = 7.3, 4.9, 2.5 Hz, 1H, CH), 5.00 (ddd, J = 7.7, 5.8, 3.2 Hz, 1H, CH), 4.27–4.22 (m, 2H, H1a, H9a), 4.00 (dd, J = 12.4, 5.8 Hz, 1H, H1b/H9b), 3.85 (dd, J = 11.8, 6.7 Hz, 1H, H1b/H9b), 2.09, 2.08, 2.07, 2.06, 2.06, 2.06, 2.03, 2.02 (9 × s, 27H, 9 × COC H 3 ); 13 C­{ 1 H}-NMR (101 MHz, CDCl 3 ) δ 170.7, 170.6, 170.3, 170.1, 170.03, 169.99, 169.96, 169.88, 169.87 (9 × C OCH 3 ), 68.8, 68.2, 68.1, 67.9, 67.3, 67.0, 66.8 (7 × CH), 62.4 (C1/C9), 62.0 (C1/C9), 21.0, 20.94, 20.91, 20.87 (2 × ), 20.84, 20.82 (2 × ), 20.79 (9 × CO C H 3 ) ppm; HRMS (ESI) m /z [M + Na] + calc.…”

“…mp 249–252 °C (H 2 O) (lit. 41 250–255 °C (for enantiomer)); 1 H NMR (600 MHz, D 2 O) δ 3.98 (ddd, J = 7.3, 6.0, 1.5 Hz, 1H, CH), 3.94 (d, J = 9.6 Hz, 1H, CH), 3.93–3.91 (m, 2H, 2 × CH), 3.86 (dd, J = 11.8, 2.9 Hz, 1H, H1a/H9a), 3.82 (d, J = 9.0 Hz, 1H, CH), 3.76 (ddd, J = 8.9, 6.3, 2.8 Hz, 1H, CH), 3.70–3.65 (m, 4H, CH, H1a/H9a, H1b, H9b); 13 C{ 1 H}-NMR (151 MHz, CDCl 3 ) δ 70.9, 70.3, 69.3, 69.2, 68.3, 68.2, 68.0, 63.3 (C1/C9), 63.2 (C1/C9) ppm; HRMS (ESI) m /z [M – H] − calc. for C 9 H 19 O 9 : 271.1029, found: 271.1040 (1.95 ppm); HRMS (ESI) m /z [M + Na] + calc.…”

“…mp 147.5−149 °C (EtOAc) (lit. 41 L-Lyxo-L-manno-nonitol (5). The nonitol peracetate 26 (397 mg, 0.610 mmol, 1.00 equiv) was taken up in MeOH (HPLC grade, 8 mL), and NaOMe (30% in MeOH) was added dropwise until pH was about 10.…”

Lunar laser ranging in infrared at the Grasse laser station

“…Background noise is mainly due to solar photons. The solar irradiance in infrared (IR) is approximately equal to half the irradiance in green (Zissis et al 1993). This fact has led us to investigate whether the addition of IR detection in LLR observations can decrease these observation inhomogeneities.…”