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Chemical Structure| 902-54-5

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Product Details of [ 902-54-5 ]

CAS No. :902-54-5
Formula : C12H22O11
M.W : 342.30
SMILES Code : OC1[C@@H]([C@H]([C@H]([C@@H](CO[C@@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O)O)O1)O)O)O
MDL No. :MFCD31916322

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Application In Synthesis of [ 902-54-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 902-54-5 ]

[ 902-54-5 ] Synthesis Path-Downstream   1~5

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  • [ 1062-56-2 ]
  • 4-nitrophenyl α-D-galactopyranosyl-(1→6)-α-D-galactopyranosyl-(1→6)-α-D-galactopyranoside [ No CAS ]
  • [ 187394-28-1 ]
YieldReaction ConditionsOperation in experiment
14%; 12%; 3%; 7% With Cryptococcus laurentii CCY 17-3-6 cell walls; In aq. buffer; at 37.0℃; for 7.0h;pH 4.8;Enzymatic reaction; Reaction mixture (15mL) comprising 2 (750 mg, 2.5mmol) and Cryptococcus laurentii cell walls (10% final dry mass) in McIlvain buffer (0.1M, pH 4.8) was incubated at 37C. After 7h, the reaction was terminated by boiling on water bath, filtered through Celite and free 4-nitrophenol was removed from the reaction on Amberlite XAD-4 column eluted with 20% ethanol. Products were separated on Biogel P2 yielding 38.2 mg (7%) of 7, 13 mg (3%) of 8, 59 mg (14%) of 5 and 50.6 mg (12%) of 6. 4.12 4-Nitrophenyl alpha-d-galactopyranosyl-(1 ? 6)-alpha-d-galactopyranoside 7 Pale yellow amorphous solid; [alpha]D20 = +182.7 (c 0.5, CH3OH); 1H NMR (600 MHz, D2O) delta 8.29 (d, J = 9.2 Hz, 1H, H-Ar), 7.33 (d, J = 9.2 Hz, 1H, H-Ar), 5.93 (d, J = 3.8 Hz, 1H, H-1), 4.82 (d, J = 3.7 Hz, 1H, H-1'), 4.16 (dd, J = 9.6, 3.0 Hz, 1H, H-5), 4.14 (dd, J = 10.4, 3.1 Hz, 1H, H-3), 4.10 (bd, J = 3.1 Hz, 1H, H-4), 4.06 (dd, J = 10.2, 3.8 Hz, 1H, H-2), 3.87 (bd, J = 3.1 Hz, 1H, H-4'), 3.85 (dd, J = 7.2, 4.5 Hz, 1H, H-5'), 3.82 (dd, J = 10.2, 8.0 Hz, 1H, H-6a), 3.71 (ddd, J = 4.7, 7,1, 11.8 Hz, 2H, H-6'a, H-6'b), 3.68 (dd, J = 10.2, 3.8 Hz, 1H, H-2'), 3.65 (dd, J = 10.6, 3.4 Hz, 1H, H-6b), 3.31 (dd, J = 10.2, 3.3 Hz, 1H, H-3'); 13C NMR (151 MHz, D2O) delta 164.2 (C-Ar), 145.2 (C-Ar), 128.8 (CH-Ar), 120.0 (CH-Ar), 100.5 (C-1'), 99.2 (C-1), 73.6 (C-5'), 73.5 (C-5), 72.3 (C-3), 2x72.2 (C-4, C-3'), 71.9 (C-4'), 70.9 (C-2'), 70.7 (C-2), 69.4 (C-6), 63.8 (C-6'); HRMS (ESI) m/z calcd for C18H25NO13Na [M+Na]+, 486.12236; found, 486.12203. 4.13 4-Nitrophenyl alpha-d-galactopyranosyl-(1 ? 6)-alpha-d-galactopyranosyl-(1 ? 6)-alpha-d-galactopyranoside 8 Pale yellow amorphous solid; [alpha]D20 = +131.3 (c 0.5, H2O); 1H NMR (600 MHz, D2O) delta 8.31 (d, J = 9.3 Hz, 1H, H-Ar), 7.34 (d, J = 9.3 Hz, 1H, H-Ar), 5.94 (d, J = 3.9 Hz, 1H, H-1), 5.03 (d, J = 3.6 Hz, 1H, H-1'), 4.82 (d, J = 3.8 Hz, 1H, H-1"), 4.16 (dd, J = 8.5, 2.7 Hz, 1H, H-5), 4.14 (dd, J = 10.3, 3.4 Hz, 1H, H-3), 4.09 (bd, J = 3.3 Hz, 1H, H-4), 4.06 (dd, J = 10.3, 3.8 Hz, 1H, H-2), 4.04 (dd, J = 7.5, 4.9 Hz, 1H, H-5'), 4.01-3.97 (m, 2H, H-5", H-3'), 3.91 (bd, J = 3.4 Hz, 1H, H-4"), 3.88 (bd, J = 3.2 Hz, 1H, H-4'), 3.87 (dd, J = 10.6, 7.3 Hz, 1H, H-6a), 3.85 (dd, J = 10.7, 3.6 Hz, 1H, H-2'), 3.84 (dd, J = 10.9, 7.7 Hz, 1H, H-6'a), 3.79-3.73 (m, 2H, H-6"a, H-6"b), 3.71 (dd, J = 10.7, 4.6 Hz, 1H, H-6'b), 3.69 (dd, J = 10.2, 3.8 Hz, 1H, H-2"), 3.63 (dd, J = 10.6, 3.0 Hz, 1H, H-6b), 3.32 (dd, J = 10.2, 3.4 Hz, 1H, H-3"); 13C NMR (151 MHz, D2O) delta 164.2 (C-Ar), 145.2 (C-Ar), 128.8 (CH-Ar), 120.1 (CH-Ar), 100.7 (C-1'), 100.3 (C-1"), 99.3 (C-1), 73.8 (C-5"), 73.6 (C-5), 72.4 (C-4'), 72.3 (C-4), 72.3 (C-3), 72.2 (C-3"), 72.1 (C-3'), 72.0 (C-4"), 71.2 (C-5'+C-2'), 70.9 (C-2"), 70.6 (C-2), 69.5 (C-6), 69.1 (C-6'), 64.0 (C-6"); HRMS (ESI) m/z calcd for C24H35NO18Na [M+Na]+, 648.17518; found, 648.17609.
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  • 5
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  • [ 187394-28-1 ]
 

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