Tributylstannane → HCID 88609037, compound

HRID 2166298Notes

Reaction equation

[CH2:1]([O:3][P:4]([O:40][CH2:41][CH3:42])([C:6]([F:39])([F:38])[C:7]1(Cl)[O:27][C@H:26]([CH2:28][O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C@@H:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@@H:8]1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:5])[CH3:2].C([SnH](CCCC)CCCC)CCC>>[CH2:41]([O:40][P:4]([O:3][CH2:1][CH3:2])([C:6]([F:38])([F:39])[C@@H:7]1[O:27][C@H:26]([CH2:28][O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C@@H:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@@H:8]1[O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:5])[CH3:42]

Participants

Reactant 2

HCID 5948Tributylstannane

HCID 88608963HCID 88608963, compound

Product 1

HCID 88609037HCID 88609037, compound

Procedure

Following the procedure of Example 63, reduction of 1-deoxy-1-(diethoxyphosphinyl)-1,1-difluoro-3,4,6-tris-O-(phenylmethyl)-D-fructofuranosyl chloride with tributyltin hydride, followed by column chromatography of the crude product gave the desired compound, the more polar component, as an oil, CMR δ 77.9 (doublet of triplets, O-C-CF2P).

Sources & evidence

ORD record: ord-b81cd6cd9d374e4991d7c65114d28f1f
Source dataset: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04943629

Reaction notes

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