HCID 86752805, compound → HCID 86752804, compound

HRID 964411Notes

Reaction equation

HRID 964411 reaction equation
[CH2:1]([C@@:8]1([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C@@H:14]([OH:15])[C@H:13]([OH:16])[C@@H:12]([CH2:17][NH:18][C:19](=[O:26])[CH2:20][CH2:21][C@H:22]([OH:25])[CH2:23][OH:24])[O:11][C@:9]1([N:27]=[C:28]=[O:29])[OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>O1CCOCC1>[CH2:1]([C@@:8]1([O:30][CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C@@H:14]([O:15][C:23](=[O:24])[CH3:22])[C@H:13]([O:16][C:19](=[O:26])[CH3:20])[C@@H:12]([CH2:17][NH:18][C:19](=[O:26])[CH2:20][CH2:21][C@H:22]([O:25][C:9](=[O:10])[CH3:8])[CH2:23][O:24][C:12](=[O:11])[CH3:13])[O:11][C@:9]1([N:27]=[C:28]=[O:29])[OH:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86752805HCID 86752805, compound

Product 1

HCID 86752804HCID 86752804, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(S)-4,5-Dihydroxy-pentanoic acid (benzyl 2-benzyloxy-carbonylamino-2,6-didesoxy-α-D-glucopyranosid-6-yl)-amide was acetylated as described in Ex. 14.B. and gave (S)-4,5-diacetoxy-pentanoic acid (benzyl 3,4-di-O-acetyl-2-benzyloxy-carbonylamino-2,6-didesoxy-α-D-glucopyranosid-6-yl)-amide, [α]+89.5° (c 0.2; dioxan), MS: m/z 687.2 ([M+H]+).

Sources & evidence

ORD record
ord-d3f878f862da4e37ac67087a5388832f
Source dataset
uspto-grants-1998_06
Patent number
US05767268

Reaction notes

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