HCID 67646151, compound → HCID 86753150, compound

HRID 2395102Notes

Reaction equation

HRID 2395102 reaction equation
C(OC(N[C@H](C(NCC(NC[C:28]1[C:41]([O:42][CH3:43])=[CH:40][CH:39]=[C:38]2[C:29]=1[O:30][C:31]1[C:32]([CH2:48][C:49]([O:51]CC3C=CC=CC=3)=[O:50])=[C:33]([O:46][CH3:47])[CH:34]=[CH:35][C:36]=1[C:37]2([CH3:45])[CH3:44])=O)=O)[C@@H](C)OC(C)(C)C)=O)C1C=CC=CC=1>[Pd].CO>[CH3:47][O:46][C:33]1[CH:34]=[CH:35][C:36]2[C:37]([CH3:45])([CH3:44])[C:38]3[C:29]([O:30][C:31]=2[C:32]=1[CH2:48][C:49]([OH:51])=[O:50])=[CH:28][C:41]([O:42][CH3:43])=[CH:40][CH:39]=3

Participants

4

Reactant 1

HCID 67646151HCID 67646151, compound

Product 1

HCID 86753150HCID 86753150, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 0.67 g (0.84 mmol) of benzyl 5-[(N-benzyloxycarbonyl-O-tert-butyl-L-threonyl-glycyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetate in 100 ml of e methanol was treated with 140 mg of palladium/charcoal (10%) and stirred under hydrogen for 1. hour. Thereafter, the catalyst was filtered off and the filtrate was brought to dryness. 0.46 g of 5-[O-tert-butyl-L-threonyl-glycyl)aminomethyl]-3,6-dimethoxy-9,9-dimethylxanthene-4-acetic acid was obtained as the residue in the form of a colourless amorphous powder; IR 3400-2500, 1675, 1606, 1578, 1531, 1493 cm-1.

Workup

  1. filtrationThereafter, the catalyst was filtered off

Sources & evidence

ORD record
ord-f8671bc8684d487ba5b3552c62061137
Source dataset
uspto-grants-1998_09
Patent number
US05811389

Reaction notes

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