Ethanol → HCID 7009563, compound

HRID 1198199Notes

Reaction equation

HRID 1198199 reaction equation
C(N(CC)CC)C.[CH3:8][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Cl)=[CH:12][CH:11]=1.Cl.[NH2:19][C@H:20]([C:23]([OH:25])=[O:24])[CH2:21][SH:22].C(O)C>O>[CH3:8][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][S:22][CH2:21][C@@H:20]([C:23]([OH:25])=[O:24])[NH2:19])=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 60960Cysteine HydrochlorideHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 7009563HCID 7009563, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Triethylamine (206 g) and 4-methoxybenzyl chloride (89 g) were added in turn to a solution of cysteine hydrochloride (107 g) in a 2:1 v/v mixture of ethanol and water (1000 ml). The mixture was stirred at laboratory temperature for 16 hours. The mixture was filtered to give S-(4-methoxybenzyl)cysteine (107.4 g). The filtrate was stored -10° C. for 48 hours and a second crop (22.3 g) of the cysteine derivative was obtained.

Workup

  1. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-8cbd2945963d4c1e9c1580822c67e6c2
Source dataset
uspto-grants-1994_01
Patent number
US05280027

Reaction notes

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