Hydrochloric Acid → HCID 13455539, compound

HRID 2308705Notes

Reaction equation

HRID 2308705 reaction equation
[CH2:1]([O:4][C:5]([CH2:7][N:8]1[C@H:11]([S:12]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C@@H:10]([CH:32]([OH:34])[CH3:33])[C:9]1=[O:35])=[O:6])[CH:2]=[CH2:3].Cl>[Zn].O1CCCC1>[OH:34][CH:32]([C@@H:10]1[C@@H:11]([SH:12])[N:8]([CH2:7][C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[O:6])[C:9]1=[O:35])[CH3:33]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13303848HCID 13303848, compound

Product 1

HCID 13455539HCID 13455539, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Add 500 mg of (3S,4R)-1-(allyloxycarbonylmethyl)-3-(1-hydroxyethyl)-4-(triphenylmethylthio)azetidin-2-one and 20 ml tetrahydrofuran to a 50 ml flask. Add zinc dust and 10% hydrochloric acid in small portions over 1 hour until all of the starting material is reacted. Recover the product by filtering off the excess zinc and removing the solvent to crystallize the title product.

Workup

  1. customRecover the product
  2. filtrationby filtering off the excess zinc
  3. customremoving the solvent
  4. customto crystallize the title product

Sources & evidence

ORD record
ord-3630fab980e14e2bbf0f85efe089951f
Source dataset
uspto-grants-1987_09
Patent number
US04690922

Reaction notes

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