Benzoyl isothiocyanate → HCID 57827413, compound

HRID 1693246Notes

Reaction equation

HRID 1693246 reaction equation
[C:1]([N:9]=[C:10]=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][C@@:13]1([C:21]2[S:22][CH:23]=[C:24]([Br:26])[CH:25]=2)[CH2:18][CH2:17][O:16][CH2:15][C@H:14]1[CH2:19][OH:20]>ClCCl>[C:1]([NH:9][C:10]([NH:12][C@@:13]1([C:21]2[S:22][CH:23]=[C:24]([Br:26])[CH:25]=2)[CH2:18][CH2:17][O:16][CH2:15][C@H:14]1[CH2:19][OH:20])=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 57827514HCID 57827514, compound

Product 1

HCID 57827413HCID 57827413, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzoyl isothiocyanate (66.5 μL) was added to a solution of (±)-[(3R*,4S*)-4-amino-4-(4-bromo-thiophen-2-yl)-tetrahydro-pyran-3-yl]methanol (144 mg) in dichloromethane (5 mL). The mixture was stirred at room temperature overnight, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (233 mg).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-a897ae73213d4a898e210e4220db5522
Source dataset
uspto-grants-2012_04
Patent number
US08158620B2

Reaction notes

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