HCID 15932585, compound → HCID 131717987, compound

HRID 1588117Notes

Reaction equation

HRID 1588117 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]([O:32][C@@H:33]2[O:40][C@H:39]([CH2:41][OH:42])[C@@H:37]([OH:38])[C@H:35]([OH:36])[C@H:34]2[NH:43][C:44](=[O:46])[CH3:45])[C@@H:30]([CH2:47][OH:48])[O:29][C@@H:18]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])[C@@H:17]1[OH:49])(=[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:18]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]([O:32][C@@H:33]4[O:40][C@H:39]([CH2:41][OH:42])[C@@H:37]([O:38][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:35]([OH:36])[C@H:34]4[NH:43][C:44](=[O:46])[CH3:45])[C@@H:30]([CH2:47][OH:48])[O:29][C@@H:18]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])[C@@H:17]3[OH:49])[C@H:5]([NH:4][C:1](=[O:3])[CH3:2])[C@H:10]2[OH:11])[O:29][C@H:30]([CH2:47][OH:48])[C@H:31]([OH:32])[C@H:16]([OH:15])[C@H:17]1[OH:49]

Participants

5

Reactant 2

HCID 15932585HCID 15932585, compoundHCID 54584734HCID 54584734, compound

Product 1

HCID 131717987HCID 131717987, compound

Reagents, catalysts & solvents 2

HCID 10313134Manganese(2+) dichlorideCatalystHCID 2724247Sodium CacodylateSolvent

Procedure

A solution of compound 18 of Example 18 (60 mg), UDP-galactose, (145 mg), bovine galactosyltransferase (6.25 U) and bovine serum albumin (3 mg) in 30 mM sodium cacodylate buffer (5.25 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 47 mg. The structural identity of titled compound 24 was unanbiguously 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-dc1755a4ffe84d0cad7055dad489b85c
Source dataset
uspto-grants-1993_06
Patent number
US05220008

Reaction notes

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