Chlorotrimethylsilane → HCID 131714071, compound

Reaction equation

[NH2:1][CH:2]([C:9]([OH:11])=[O:10])[CH2:3][CH2:4][S:5](=[O:8])([OH:7])=[O:6].[CH2:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13].[CH3:19][Si:20]([CH3:23])([CH3:22])Cl>C1C=CC=CC=1>[CH2:12]([NH+:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13].[CH3:19][Si:20]([CH3:23])([CH3:22])[NH:1][CH:2]([C:9]([O:11][Si:20]([CH3:23])([CH3:22])[CH3:19])=[O:10])[CH2:3][CH2:4][S:5](=[O:7])([OH:8])=[O:6]

Participants

Procedure

A suspension of D,L-homocysteic acid (915 mg, 5 mmoles) in dry benzene (25 ml) is treated with triethylamine (2 g, 20 mmoles) and trimethylchlorosilane (2.5 ml, 2.16 g, 20 mmoles). After being stirred at room temperature for 42 hr, the mixture is quickly suction filtered to remove the triethylamine hydrochloride, and the filtrate is evaporated to dryness under reduced pressure to obtain N,O-bis(trimethylsilyl)-D,L-homocysteic acid triethylammonium salt as a pale amber-colored oil or soft semisolid (1.93 g, 90 percent yield). This product is kept protected from atmospheric moisture and used without further purification in the next step.