7-Iodoimidazo[5,1-B]thiazole → HCID 20802803, compound

HRID 1072344Notes

Reaction equation

HRID 1072344 reaction equation
I[C:2]1[N:3]=[CH:4][N:5]2[CH:9]=[CH:8][S:7][C:6]=12.[Si:10]([O:17][C@H:18]1[CH2:22][N:21]([C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][CH:28]=2)=[O:24])[C@H:20]([CH:36]=[O:37])[CH2:19]1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]>>[Si:10]([O:17][C@H:18]1[CH2:22][N:21]([C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([N+:33]([O-:35])=[O:34])=[CH:29][CH:28]=2)=[O:24])[C@H:20]([CH:36]([OH:37])[C:2]2[N:3]=[CH:4][N:5]3[CH:9]=[CH:8][S:7][C:6]=23)[CH2:19]1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 177737777-Iodoimidazo[5,1-B]thiazoleHCID 20802795HCID 20802795, compound

Product 1

HCID 20802803HCID 20802803, compoundYield 69.5%

Procedure

7-[[(2S,4R)-4-t-Butyldimethylsilyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidin-2-yl]hydroxymethyl]-imidazo[5,1-b]thiazole (4.18 g) was prepared in the same manner as in step a) of Synthesis Example 1, except that 3.39 g of 7-iodoimidazo[5,1-b]thiazole and 4.61 g of (2S,4R)-4-t-butyldimethylsilyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine-2-aldehyde were used as the starting compounds.

Workup

  1. customof Synthesis Example 1

Sources & evidence

ORD record
ord-5e80e1dc4e7e4df0b821a9e2c5a3e9bb
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

Loading…