1,1-Dichloroethane → HCID 86748550, compound

HRID 1608707Notes

Reaction equation

HRID 1608707 reaction equation
ClC(Cl)C.C(OC([NH:12][C@@H:13]([CH2:20][CH2:21][CH2:22][CH3:23])[CH:14]([C:16]1[C:17](=[O:19])[CH:18]=1)[OH:15])=O)(C)(C)C.O.[C:25]1([CH3:35])[CH:30]=[CH:29][C:28]([S:31]([OH:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1>>[C:25]1([CH3:35])[CH:26]=[CH:27][C:28]([S:31]([OH:34])(=[O:32])=[O:33])=[CH:29][CH:30]=1.[NH2:12][C@@H:13]([CH2:20][CH2:21][CH2:22][CH3:23])[CH:14]([C:16]1[C:17](=[O:19])[CH:18]=1)[OH:15]

Participants

4

Reactant 3

HCID 63651,1-DichloroethaneHCID 521998p-Toluenesulfonic acid monohydrateHCID 15233245HCID 15233245, compound

Product 1

HCID 86748550HCID 86748550, compoundYield 131.5%

Procedure

To 5 ml of a dichloroethane solution of 150 mg of 2-((2S)-2-tert-butoxycarbonylamino-1-hydroxyhexyl) cyclopropenone obtained in Example 22 was added 106 mg of p-toluene sulfonate monohydrate. After stirring at room temperature for 5 hours, the solvent was distilled off under reduced pressure to give 250 mg of the titled product.

Workup

  1. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-aa1386c12b7940a8a12b04e2b261fb1d
Source dataset
uspto-grants-1995_03
Patent number
US05395958

Reaction notes

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