4-Phenyl-1-butyne → HCID 66673286, compound

HRID 1269386Notes

Reaction equation

C(OC[C@@](NC(=O)C)(C)CCC1OC(Br)=CC=1)(=O)C.C1(CCC#C)C=CC=CC=1.[C:30]([OH:35])(=[O:34])[C:31]([OH:33])=[O:32].[NH2:36][C@:37]([CH3:58])([CH2:40][CH2:41][C:42]1[O:43][C:44]([C:47]#[C:48][CH2:49][CH2:50][CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54]C=2)=[CH:45][CH:46]=1)[CH2:38][OH:39]>>[C:30]([OH:35])(=[O:34])[C:31]([OH:33])=[O:32].[NH2:36][C@:37]([CH3:58])([CH2:40][CH2:41][C:42]1[O:43][C:44]([C:47]#[C:48][CH2:49][CH2:50][C:51]2[CH:52]=[CH:57][CH:56]=[CH:55][CH:54]=2)=[CH:45][CH:46]=1)[CH2:38][OH:39]

Participants

Reactant 3

HCID 1233604-Phenyl-1-butyne

HCID 66672489HCID 66672489, compound

HCID 66672992HCID 66672992, compound

Product 1

HCID 66673286HCID 66673286, compoundYield 61%

Procedure

The title compound was synthesized in a yield of 61% using (2R)-1-acetoxy-2-acetylamino-2-methyl-4-(5-bromofuran-2-yl)butane obtained-in Reference example 6 and 4-phenylbut-1-yne as the starting materials by conducting successively the reactions similar to those mentioned in Examples (1a) and (1b).

Sources & evidence

ORD record: ord-3368627baed74bf5aa4d4342801007dd
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199150B2

Reaction notes

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