Methanol → HCID 178460456, compound

HRID 1493670Notes

Reaction equation

HRID 1493670 reaction equation
C(=O)([O-])[O-].[Ba+2].[CH3:6][CH2:7][CH2:8][CH2:9][CH:10]1[C:45](=[O:46])[O:44][CH:43]([CH:47]([CH:49]([OH:57])[CH2:50][CH2:51][CH2:52][NH:53][C:54]([NH2:56])=[NH:55])[CH3:48])[CH:42]([CH3:58])[CH:41]=[C:40]([CH3:59])[CH2:39][CH2:38][CH2:37][CH2:36][CH:35]([OH:60])[CH2:34][CH:33]([OH:61])[CH2:32][CH:31]([OH:62])[CH2:30][CH:29]([OH:63])[CH2:28][CH:27]([OH:64])[CH:26]([O:65][C@H:66]2[O:70][C@H:69]([CH2:71][OH:72])[C@@H:68]([OH:73])[C@@H:67]2[OH:74])[CH:25]=[C:24]([CH3:75])[CH:23]([OH:76])[CH2:22][CH2:21][CH2:20][CH:19]([OH:77])[CH2:18][CH2:17][CH2:16][CH:15]([OH:78])[CH2:14][CH2:13][CH:12]([CH3:79])[CH:11]1[OH:80].S([O-])([O-])(=O)=O.CO>C(O)(=O)CC>[CH3:6][CH2:7][CH2:8][CH2:9][CH:10]1[C:45](=[O:46])[O:44][CH:43]([CH:47]([CH:49]([OH:57])[CH2:50][CH2:51][CH2:52][NH:53][C:54]([NH2:56])=[NH:55])[CH3:48])[CH:42]([CH3:58])[CH:41]=[C:40]([CH3:59])[CH2:39][CH2:38][CH2:37][CH2:36][CH:35]([OH:60])[CH2:34][CH:33]([OH:61])[CH2:32][CH:31]([OH:62])[CH2:30][CH:29]([OH:63])[CH2:28][CH:27]([OH:64])[CH:26]([O:65][C@H:66]2[O:70][C@H:69]([CH2:71][OH:72])[C@@H:68]([OH:73])[C@@H:67]2[OH:74])[CH:25]=[C:24]([CH3:75])[CH:23]([OH:76])[CH2:22][CH2:21][CH2:20][CH:19]([OH:77])[CH2:18][CH2:17][CH2:16][CH:15]([OH:78])[CH2:14][CH2:13][CH:12]([CH3:79])[CH:11]1[OH:80].[C:45]([O-:46])(=[O:44])[CH2:10][CH3:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 10563Barium Carbonate2×HCID 178441404HCID 178441404, compound

Product 1

HCID 178460456HCID 178460456, compoundYield 186%

Reagents, catalysts & solvents 1

HCID 1032Propionic AcidSolvent

Procedure

0.088 g (0.446 millimoles) of barium carbonate are stirred in 5 ml propionic acid at 100° C. until all the barium carbonate is dissolved. The colorless solution is evaporated in vacuo. The residue is dissolved in 10 ml of methanol whereupon the solution is poured into a suspension of 1.0 g (0.887 millimoles) of primycin sulfate and 60 ml of methanol. The suspension is heated to boiling for 10 minutes under constant stirring. The precipitated barium sulfate is filtered hot over a Celite filtration auxiliary agent. The filtrate is evaporated in vacuo. The residue is treated with 20 ml of a 2:1 mixture of acetone and water and filtered. Thus 0.95 g of beige colored primycin propionate is obtained, yield 91.3%. Mp.: 170° C., /α/D25 =+36.9°.

Workup

  1. dissolutionis dissolved
  2. customThe colorless solution is evaporated in vacuo
  3. dissolutionThe residue is dissolved in 10 ml of methanol whereupon the solution
  4. temperatureThe suspension is heated
  5. filtrationThe precipitated barium sulfate is filtered hot over a Celite filtration auxiliary agent
  6. customThe filtrate is evaporated in vacuo
  7. additionThe residue is treated with 20 ml of a 2:1 mixture of acetone and water
  8. filtrationfiltered

Sources & evidence

ORD record
ord-3eef4ff2c2af4cf5a18c88a82d7e9b30
Source dataset
uspto-grants-1991_06
Patent number
US05023242

Reaction notes

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