2-Cyclohepten-1-one → HCID 54445539, compound

HRID 1739578Notes

Reaction equation

HRID 1739578 reaction equation
[C:1]([S:4][C@H:5]1[O:52][C@H:51]([CH2:53][O:54]C(=O)CCCCCCCCCCC)[C@H:36]([O:37]C(=O)CCCCCCCCCCC)[C@H:21]([O:22]C(=O)CCCCCCCCCCC)[C@H:6]1[O:7]C(=O)CCCCCCCCCCC)(=O)[CH3:2].[C:68]1(=[O:75])[CH2:74]CC[CH2:71][CH:70]=[CH:69]1>>[S:4]([CH:1]1[CH2:2][CH2:71][CH2:70][CH2:69][CH:68]([OH:75])[CH2:74]1)[C@H:5]1[O:52][C@H:51]([CH2:53][OH:54])[C@H:36]([OH:37])[C@H:21]([OH:22])[C@H:6]1[OH:7]

Participants

3

Reactant 2

HCID 707232-Cyclohepten-1-oneHCID 15428158HCID 15428158, compound

Product 1

HCID 54445539HCID 54445539, compound

Procedure

The title compound was prepared according to procedures D, E and I above using 1-S-acetyl-2,3,4,6-tetra-O-lauroyl-1-thio-α-D-galactopyranose (from Example C' above) and cyclohept-en-1-one as the electrophile. Mass spectra data was as follows: M (calcd.): 308.40; M (found): 331.3 (M+Na+). Selected nmr data was as follows: 1H-nmr (CD3OD): δ 5.44 (d, J 5.8 Hz, H-1) and 5.45 (d, J 5.8 Hz, H-1).

Sources & evidence

ORD record
ord-ffe108a19e0d4070bcc4a3846d9fef8c
Source dataset
uspto-grants-1999_10
Patent number
US05965719

Reaction notes

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