Benzoyl isothiocyanate → HCID 57827413, compound

HRID 1842164Notes

Reaction equation

HRID 1842164 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-b8433cc28edd45ae975ad527d73c7617
Source dataset
uspto-grants-2015_02
Patent number
US08946211B2

Reaction notes

Loading…