HCID 86752803, compound → HCID 86752802, compound

HRID 964410Notes

Reaction equation

HRID 964410 reaction equation
[CH2:1]([C@@:8]1([O:22][C@H:21]([CH2:23][NH:24][C:25](=[O:39])[C@H:26]([O:35]C(=O)C)[C:27]([CH3:34])([CH3:33])[CH2:28][O:29]C(=O)C)[C@@H:16]([O:17]C(=O)C)[C@H:11]([O:12]C(=O)C)[C@H:10]1[NH:40][C:41]([C:43]1[CH:48]=[CH:47][C:46]([C:49]2[CH:54]=[CH:53][C:52]([C:55]([NH:57][C@@H:58]3[C@@H:64]([O:65]C(=O)C)[C@H:63]([O:69]C(=O)C)[C@@H:62]([CH2:73][NH:74][C:75](=[O:89])[C@H:76]([O:85]C(=O)C)[C:77]([CH3:84])([CH3:83])[CH2:78][O:79]C(=O)C)[O:61][C@:59]3([CH2:90][C:91]3[CH:96]=[CH:95][CH:94]=[CH:93][CH:92]=3)[OH:60])=[O:56])=[CH:51][CH:50]=2)=[CH:45][CH:44]=1)=[O:42])[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1>[CH2:1]([C@@:8]1([O:22][C@H:21]([CH2:23][NH:24][C:25](=[O:39])[C@H:26]([OH:35])[C:27]([CH3:33])([CH3:34])[CH2:28][OH:29])[C@@H:16]([OH:17])[C@H:11]([OH:12])[C@H:10]1[NH:40][C:41]([C:43]1[CH:44]=[CH:45][C:46]([C:49]2[CH:54]=[CH:53][C:52]([C:55]([NH:57][C@@H:58]3[C@@H:64]([OH:65])[C@H:63]([OH:69])[C@@H:62]([CH2:73][NH:74][C:75](=[O:89])[C@H:76]([OH:85])[C:77]([CH3:84])([CH3:83])[CH2:78][OH:79])[O:61][C@:59]3([CH2:90][C:91]3[CH:92]=[CH:93][CH:94]=[CH:95][CH:96]=3)[OH:60])=[O:56])=[CH:51][CH:50]=2)=[CH:47][CH:48]=1)=[O:42])[OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 86752803HCID 86752803, compound

Product 1

HCID 86752802HCID 86752802, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Biphenyl-4,4'-dicarboxylic acid bis-[[benzyl 3,4-di-O-acetyl-6-((R)-2,4-diacetoxy-3,3-dimethyl-butyrylamino)-2,6-didesoxy-α-D-glucopyranosid-2-yl]-amide] was deacetylated as described in Ex. 11.F. and gave biphenyl-4,4'-dicarboxylic acid bis-[[benzyl 2,6-didesoxy-6-((R)-2,4-dihydroxy-3,3-dimethyl-butyrylamino)-α-D-glucopyranosid-2-yl]-amide], [α]+119.0° (c 0.2; dioxan), MS: m/z 1025.8 ([M+Na]+).

Sources & evidence

ORD record
ord-1b82494cf5d34e18b3c7baaedd4dbb07
Source dataset
uspto-grants-1998_06
Patent number
US05767268

Reaction notes

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