Trityl chloride → HCID 10915819, compound

HRID 1903847Notes

Reaction equation

HRID 1903847 reaction equation
Cl.[NH2:2][C@H:3]([C:7]([OH:9])=[O:8])[CH2:4][CH2:5][SH:6].[C:10](Cl)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])(=O)C.[Na+]>CN(C)C=O>[C:10]([S:6][CH2:5][CH2:4][C@@H:3]([C:7]([OH:9])=[O:8])[NH2:2])([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 517045Sodium AcetateHCID 71587034Homocysteine hydrochloride

Product 1

HCID 10915819HCID 10915819, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of anhydrous homocysteine hydrochloride (0.1 mole) in 60 ml of dimethylformamide is added 42 g (0.15 mole) of tritylchloride. The reaction mixture is stirred at room temperature for 2 days. Upon addition of 10% sodium acetate solution (500 ml) S-trityl-homocysteine precipitates together with triphenylcarbinol. Recrystallization in acetone affords pure S-tritylhomocysteine.

Workup

  1. customprecipitates together with triphenylcarbinol
  2. customRecrystallization in acetone

Sources & evidence

ORD record
ord-47a4b813190e41d191614a296693caac
Source dataset
uspto-grants-1984_03
Patent number
US04438270

Reaction notes

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