Carbon Disulfide → HCID 86741256, compound

HRID 980970Notes

Reaction equation

HRID 980970 reaction equation
[CH3:1][O:2][CH:3]1[CH:6]([S:7][CH3:8])[N:5]([CH2:9][C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[O:11])[C:4]1=[O:23].C[Si](C)(C)N[Si](C)(C)C.C([Li])CCC.Br[CH2:39][C:40](Br)=[O:41].[C:43](=[S:45])=[S:44]>>[CH3:1][O:2][CH:3]1[CH:6]([S:7][CH3:8])[N:5]([C:9](=[C:43]2[S:45][C:40](=[O:41])[CH2:39][S:44]2)[C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)=[O:11])[C:4]1=[O:23]

Participants

6

Reactant 5

HCID 6348Carbon DisulfideHCID 13838HexamethyldisilazaneHCID 61147Bromoacetyl bromideHCID 20220803HCID 20220803, compoundHCID 178418339Butyllithium

Product 1

HCID 86741256HCID 86741256, compound

Procedure

Following the procedure of Preparation 15, but using p-nitrobenzyl 2-(3-methoxy-4-methylthio-2-azetidinon-1-yl)-acetate (188 mg), hexamethyldisilazane (232 μl), butyllithium (0.68 ml), carbon disulphide (50 μl), and bromoacetyl bromide (48 μl), 108 mg of the desired product were obtained as an oily substance.

Workup

  1. customthe procedure of Preparation 15

Sources & evidence

ORD record
ord-3b3ffe42b2e140eb94611dccab7ebe09
Source dataset
uspto-grants-1987_01
Patent number
US04639441

Reaction notes

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