HCID 15932583, compound → HCID 131717985, compound

HRID 1588115Notes

Reaction equation

HRID 1588115 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]([O:33][C@@H:34]2[O:41][C@H:40]([CH2:42][OH:43])[C@@H:38]([OH:39])[C@H:36]([OH:37])[C@H:35]2[NH:44][C:45](=[O:47])[CH3:46])[C@@H:29]([CH2:48][OH:49])[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]([O:33][C@@H:34]4[O:41][C@H:40]([CH2:42][OH:43])[C@@H:38]([O:39][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:36]([OH:37])[C@H:35]4[NH:44][C:45](=[O:47])[CH3:46])[C@@H:29]([CH2:48][OH:49])[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]([CH2:48][OH:49])[C@H:30]([OH:33])[C@H:31]([OH:32])[C@H:16]1[OH:15]

Participants

5

Reactant 2

HCID 15932583HCID 15932583, compoundHCID 54584734HCID 54584734, compound

Product 1

HCID 131717985HCID 131717985, compound

Reagents, catalysts & solvents 2

HCID 10313134Manganese(2+) dichlorideCatalystHCID 2724247Sodium CacodylateSolvent

Procedure

A solution of compound 16 of Example 16 28 mg), UDP-galactose, (84 mg), bovine galactosyltransferase (5 U) and bovine serum albumin (3 mg) in 30 mM sodium cacodylate buffer (3 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 32 mg. The structural identity of titled compound 22 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-9ef821abb22245639d1d615a8612308b
Source dataset
uspto-grants-1993_06
Patent number
US05220008

Reaction notes

Loading…