HCID 15932584, compound → HCID 131717986, compound

HRID 1656864Notes

Reaction equation

HRID 1656864 reaction equation
[C:1]([NH:4][C@@H:5]1[C@@H:10]([OH:11])[C@H:9]([OH:12])[C@@H:8]([CH2:13][OH:14])[O:7][C@H:6]1[O:15][C@@H:16]1[C@@H:31]([OH:32])[C@@H:30]([OH:33])[C@@H:29]([CH2:34][O:35][C@@H:36]2[O:43][C@H:42]([CH2:44][OH:45])[C@@H:40]([OH:41])[C@H:38]([OH:39])[C@H:37]2[NH:46][C:47](=[O:49])[CH3:48])[O:28][C@H:17]1[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])(=[O:3])[CH3:2].C1C(=O)NC(=O)NC=1[C@@H]1O[C@H](COP(OP(O[C@H:73]2[O:78][C@H:77]([CH2:79][OH:80])[C@H:76]([OH:81])[C@H:75]([OH:82])[C@H:74]2[OH:83])(O)=O)(O)=O)[C@@H](O)[C@H]1O>[As](C)(C)(=O)[O-].[Na+].[Cl-].[Mn+2].[Cl-]>[C@@H:17]1([O:12][C@@H:9]2[C@@H:8]([CH2:13][OH:14])[O:7][C@@H:6]([O:15][C@@H:16]3[C@@H:31]([OH:32])[C@@H:30]([OH:33])[C@@H:29]([CH2:34][O:35][C@@H:36]4[O:43][C@H:42]([CH2:44][OH:45])[C@@H:40]([O:41][C@@H:73]5[O:78][C@H:77]([CH2:79][OH:80])[C@H:76]([OH:81])[C@H:75]([OH:82])[C@H:74]5[OH:83])[C@H:38]([OH:39])[C@H:37]4[NH:46][C:47](=[O:49])[CH3:48])[O:28][C@H:17]3[O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])[C@H:5]([NH:4][C:1](=[O:3])[CH3:2])[C@H:10]2[OH:11])[O:28][C@H:29]([CH2:34][OH:35])[C@H:30]([OH:33])[C@H:31]([OH:32])[C@H:16]1[OH:15]

Participants

5

Reactant 2

HCID 15932584HCID 15932584, compoundHCID 54584734HCID 54584734, compound

Product 1

HCID 131717986HCID 131717986, compound

Reagents, catalysts & solvents 2

HCID 10313134Manganese(2+) dichlorideCatalystHCID 2724247Sodium CacodylateSolvent

Procedure

A solution of compound 17 of Example 17 (72 mg), UDP-galactose, (190 mg), bovine galactosyltransferase (6 U) and bovine serum albumin (3 mg) in 30 mM sodium cacodylate buffer (7 mL, pH 7.0) containing manganese chloride (40 umol) was incubated at 37° C. for 22 h. The reaction mixture was diluted to 20 mL and purified as described in Example 21. Yield of the product was 95 mg. The structural identity of titled compound 23 was unambiguously assigned by 1H-- and 13C-n.m.r (see Tables 4 and 5, respectively).

Workup

  1. additionThe reaction mixture was diluted to 20 mL
  2. custompurified

Sources & evidence

ORD record
ord-59d8c89d28334f48be6adf715ba4bcde
Source dataset
uspto-grants-1993_10
Patent number
US05254676

Reaction notes

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